What I Wish Everyone Knew About 16681-65-5

The result showed that such a combination of chemo- and biocatalysis improved the catalytic yield more than two times compared with that of sole metal catalysis.I hope my blog about 1-Methyl-1H-1,2,3-triazole is helpful to your research.

Related Products of 16681-65-5, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a 2-necked flask containing 1 -methyl-1 H-[1 ,2,3]triazole (162.91 mg; 1.96 mmol; 1.05 eq.) is added anhydrous THF (4.00 ml_) and the solution is cooled between -40 to -20C. To this colorless solution n-BuLi in hexane 1 .6M (1 .23 ml; 1 .96 mmol; 1 .05 eq.) is added dropwise. After stirring at 0C for 1 hour, a solution of pyridine-3-carbaldehyde (175.28 L; 1.87 mmol; 1 .00 eq.) in anhydrous THF (3.00 mL) is added and the reaction mixture is stirred for 3 h. After this time, RM is quenched by pouring into a saturated solution of NH4CI. Aqueous phase is extracted 3 times with n-BuOH. Organic layer is dried over Na2S04, filtered and concentrated in vacuo to obtain: (3-methyl- 3H-[1 ,2,3]triazol-4-yl)-pyridin-3-yl-methanol (243.00 mg; yield 66 %; 99 % by UPLC) is obtained as a beige oil.

The result showed that such a combination of chemo- and biocatalysis improved the catalytic yield more than two times compared with that of sole metal catalysis.I hope my blog about 1-Methyl-1H-1,2,3-triazole is helpful to your research.

Reference:
Patent; SELVITA S.A.; FABRITIUS, Charles-Henry Robert Yves; NOWAK, Mateusz Oktawian; WIKLIK, Katarzyna Anna; SABINIARZ, Aleksandra Barbara; BIE?, Marcin Dominik; BUDA, Anna Ma?gorzata; GUZIK, Pawel Szczepan; JAKUBIEC, Krzysztof Roman; MACIUSZEK, Monika; KWIECI?SKA, Katarzyna; TOMCZYK, Mateusz Micha?; GA??ZOWSKI, Micha? Miko?aj; GONDELA, Andrzej; DUDEK, ?ukasz Piotr; (681 pag.)WO2016/180536; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

You Should Know Something about 16681-65-5

In conclusion, we affirm that quantitative kinetic descriptions of catalytic behavior continue to serve as an indispensable tool to navigate research efforts intended to model. Read on for other articles about 16681-65-5.

Research speed reading in 2021. The prevalence of solvent effects in heterogeneous catalysis in condensed media has motivated developing quantitative kinetic. 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 1-Methyl-1H-1,2,3-triazole

The title compound was prepared according to No. WO2008 / 135826 International Patent Application Publication. In 1-methyl -1H-1,2,3- triazole (1.0g, 12.0 mmol, prepared according to International Patent Application No. 2008098104) 50 mL 2-neck flask containing, by the addition of THF (45 mL) , colorless solution was cooled to -40 . Then, by adding dropwise the (2.5 M, 4.8 mL, 12.0 mmol in hexane) n-BuLi, to give a dark reddish brown viscous solution. The mixture was stirred for 45 minutes at -30 to -20 in the following, was introduced into a pure DMF (3mL, 38.5 mmol) at -10 . The mixture was allowed to warm to room temperature, after stirring for 60 minutes, poured into water. Extract the aqueous portion with EtOAc (4 × 50 mL), the combined organics washed with brine, dried with MgSO4, filtered, and concentrated. The aqueous portion was extracted with DCM (3 × 50 mL) station, and dried as described above. The combined organics were concentrated to give a light brown oil The UV activity much higher than the starting material. DCM-25% CH3CN, according to TLC or of from 25% EtOAc-DCM, showed the product has a slightly higher Rf than the starting material. (With 100% DCM, 25% CH3CN-DCM increased) by silica gel chromatography on to give the title compound as a colorless oil.

In conclusion, we affirm that quantitative kinetic descriptions of catalytic behavior continue to serve as an indispensable tool to navigate research efforts intended to model. Read on for other articles about 16681-65-5.

Reference:
Patent; Janssen Pharmaceuticals N.V; Leonardo, Christi.A.; Barvei, Kent; Edward, James P.; Gloita, Kevin D.; Kummer, David .A.; Maharoof, Umar; Nishimura, Rachael; Urbanski, Mode; Venkatesan, Hariharan; Wang, Ai Hua; Olin, Ronald L.; Woods, Craig; Fourier, Anne; Shu, Jih; Cumings, Maxwell D.; (86 pag.)KR2016/68948; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Continuously updated synthesis method about 16681-65-5

If you are hungry for even more, make sure to check my other article about 16681-65-5, the application of this compound in the production field has become more and more popular.

New discoveries in chemical research and development in 2021. Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 16681-65-5

To a flask containing 1-methyl-1H-1,2,3-triazole (200 mg, 2.41 mmol) was added THF (15 mL) and the solution was cooled to -45 C. using a CH3CN-CO2 bath. n-BuLi (2.5 M in hexanes, 1.0 mL, 2.5 mmol) was added dropwise which afforded an opaque white suspension. The mixture was stirred at -45 C. for 25 minutes, then a solution of (4-chloro-3-cyclopentyl-2-methoxyquinolin-6-yl)(1,2-dimethyl-1H-imidazol-5-yl)methanone (475 mg, 1.24 mmol, Intermediate 68: step c) in THF (3 mL) was introduced. After 10 minutes, the -45 C. bath was replaced with an ice-water bath. After 30 minutes, the reaction mixture was quenched with aqueous NH4Cl solution and extracted with EtOAc:THF (2:1, 3*40 mL). The combined organics were washed with brine, dried over MgSO4, filtered and concentrated. Chromatography on silica gel (3% MeOH-DCM increasing to 10% MeOH) provided the title compound as a light tan solid. 1H NMR (500 MHz, CDCl3) delta ppm 8.24 (d, J=1.9 Hz, 1H), 7.69 (d, J=8.7 Hz, 1H), 7.35 (dd, J=8.7, 2.0 Hz, 2H), 7.07 (s, 1H), 6.01 (s, 1H), 4.07 (s, 3H), 3.90-3.80 (m, 4H containing a 3H singlet at 3.86), 3.32 (s, 3H), 2.06-1.94 (m, 3H), 1.94-1.84 (m, 6H), 1.75-1.69 (m, 2H). MS (ESI): mass calcd. for C24H27ClN6O2, 466.2. m/z found 467.1 [M+H]+. The racemate was separated by chiral SFC (Stationary phase: Chiralpak AD-H, 5 mum 250×20 mm, Mobile phase: 70% CO2: 30% EtOH (0.3% iPrNH2)) to give Example 135b as the first compound that eluted from the chiral column and Example 135c as the second compound that eluted from the chiral column.

If you are hungry for even more, make sure to check my other article about 16681-65-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JOHNSON & JOHNSON; LEONARD, KRISTI A.; BARBAY, KENT; EDWARDS, JAMES P.; KREUTTER, KEVIN D.; KUMMER, DAVID A.; MAHAROOF, UMAR; NISHIMURA, RACHEL; URBANSKI, MAUD; VENKATESAN, HARIHARAN; WANG, AIHUA; WOLIN, RONALD L.; WOODS, CRAIG R.; FOURIE, ANNE; XUE, XIAOHUA; CUMMINGS, MAXWELL D.; MCCLURE, KELLY; TANIS, VIRGINIA; US2015/111870; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Brief introduction of 16681-65-5

I hope this article can help some friends in scientific research. I am very proud of our efforts over the past few months and hope to 1-Methyl-1H-1,2,3-triazole help many people in the next few years.

New discoveries in chemical research and development in 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C3H5N3

To a flask containing 1-methyl-1H-1,2,3-triazole (150 mg, 1.81 mmol) was added THF (15 mL) and the colorless homogeneous solution was cooled to -43 C. using a CH3CN-CO2 bath. n-BuLi (2.5M in hexanes, 0.7 mL, 1.75 mmol) was added drop wise via syringe which afforded an opaque mixture. The suspension was stirred at -40 C. for 30 min, then a THF solution of tert-butyl-3-(4-chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinoline-6-carbonyl)azetidine-1-carboxylate (430 mg, 0.8 mmol, in 2 mL THF, Intermediate 66: step b) was introduced at -40 C. The reaction mixture was allowed to warm gradually to room temperature over 45 min and then quenched with NH4Cl solution. The aqueous portion was extracted with EtOAc (3*30 mL) and the combined organics were washed with brine, dried over MgSO4, filtered and concentrated to provide an amber gum. Chromatography on silica gel (10% acetone-hexane increasing to 30% acetone) afforded the title compound (170 mg) as a white amorphous solid. 1H NMR (500 MHz, CDCl3) delta 8.24 (d, J=2.1 Hz, 1H), 7.78 (d, J=8.8 Hz, 1H), 7.56-7.47 (m, 3H), 7.40 (d, J=8.1 Hz, 2H), 7.35 (dd, J=8.7, 2.1 Hz, 1H), 4.35 (s, 2H), 4.20 (t, J=8.8 Hz, 1H), 4.07 (s, 3H), 4.00 (dd, J=9.3, 5.6 Hz, 1H), 3.92 (dd, J=8.9, 5.7 Hz, 1H), 3.67 (s, 3H), 3.62 (t, J=8.8 Hz, 1H), 3.52-3.38 (m, 1H), 1.38 (s, 9H). MS (ESI): mass calcd. for C30H31ClF3N5O4: 618.06, m/z found 619.9 [M+H]+.

I hope this article can help some friends in scientific research. I am very proud of our efforts over the past few months and hope to 1-Methyl-1H-1,2,3-triazole help many people in the next few years.

Reference:
Patent; Janssen Pharmaceutica NV; Leonard, Kristi A.; Barbay, Kent; Edwards, James P.; Kreutter, Kevin D.; Kummer, David A.; Maharoof, Umar; Nishimura, Rachel; Urbanski, Maud; Venkatesan, Hariharan; Wang, Aihua; Wolin, Ronald L.; Woods, Craig R.; Pierce, Joan; Goldberg, Steven; Fourie, Anne; Xue, Xiaohua; US2014/107094; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research on new synthetic routes about 16681-65-5

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Related Products of 16681-65-5, A common heterocyclic compound, 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole, molecular formula is C3H5N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Step 4: 2-(3,5-Difluoropyridin-2-yl)-2H-1,2,3-triazole-4-carboxylic acid (Ex. 45-IV) Sodium dichromate (0.2 mol) was added in small portions to a well-stirred solution of methyltriazole (Ex. 45-III, 0.1 mol) in 66% strength sulphuric acid. Each individual portion of dichromate was added only after the yellow-orange colour of the Cr6+ in the flask had disappeared. Moreover, the portions were added such that the temperature in the flask remained at about 80-90 C. The mixture was then heated on a steam bath for 1 h. After cooling, the mixture was poured into about the same amount of ice and allowed to stand overnight. The precipitated acid was filtered off, washed with water and dried. This gave 50% of theory of the acid (Ex. 45-IV).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; BAYER CROPSCIENCE AG; Heilmann, Eike Kevin; Greul, Joerg; Trautwein, Axel; Schwarz, Hans-Georg; Adelt, Isabelle; Andree, Roland; Luemmen, Peter; Hink, Maike; Adamczewski, Martin; Drewes, Mark; Becker, Angela; Voerste, Arnd; Goergens, Ulrich; Ilg, Kerstin; Jansen, Johannes-Rudolf; Portz, Daniela; US2015/239847; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

The origin of a common compound about C3H5N3

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Methyl-1H-1,2,3-triazole, other downstream synthetic routes, hurry up and to see.

Electric Literature of 16681-65-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.

A 2.5 M solution of n-butyllithium in hexanes (9.60 mL, 24.0 mmol) was added dropwise to a stirring solution of 1-methyl-1H-1,2,3-triazole (2.00 g, 24.0 mmol, prepared according to PCT Int. Appl., 2008098104) in dry THF (100 mL) at -50 C. The reaction became heterogeneous and yellow during addition. After 15 minutes, a solution of tert-butyl 3-formylazetidine-1-carboxylate (4.45 g, 24.0 mmol) in dry THF (10 mL) was added dropwise by syringe. The reaction mixture became homogeneous and was allowed to slowly warm to 0 C. Water (10 mL) and ethyl acetate (100) mL were added. The biphasic mixture was warmed to 23 C. The mixture was partitioned between half-saturated aqueous sodium chloride solution (100 mL) and ethyl acetate (300 mL). The layers were separated. The organic layer was dried with sodium sulfate and the dried solution was filtered. Celite (14 g) was added to the filtrate and the solvents were removed by rotary evaporation to provide a free-flowing powder. The powder was loaded onto a silica gel column. Elution with ethyl acetate initially, grading to 5% methanol-ethyl acetate provided the title compound as a white foam.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Methyl-1H-1,2,3-triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Janssen Pharmaceutica NV; Leonard, Kristi A.; Barbay, Kent; Edwards, James P.; Kreutter, Kevin D.; Kummer, David A.; Maharoof, Umar; Nishimura, Rachel; Urbanski, Maud; Venkatesan, Hariharan; Wang, Aihua; Wolin, Ronald L.; Woods, Craig R.; Fourie, Anne; Xue, Xiaohua; Cummings, Maxwell D.; Jones, William Moore; Goldberg, Steven; US2015/105366; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

The important role of C3H5N3

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole, A new synthetic method of this compound is introduced below., Product Details of 16681-65-5

Intermediate 13: bis(1-methyl-1H-1,2,3-triazol-5-yl)methanoneA solution of 1 -methyl- lH-1, 2, 3-triazole (0.954 g, 11.4 mmol, prepared according to PCX Int. AppL, 2008098104) in THF (22 mL) was stirred at-70 C under argon while -BuLi (2.56 M in hexanes, 4.29 mL, 11.0 mmol) was added dropwise over 5 minutes. After stirring for another 5 minutes, a solution of ethyl mefhoxy(methyl)carbamate (0.665 g, 4.99 mmol) in THF (3 mL) wras added dropwise over 5 minutes. After stirring at ~-70 C for an additional 5 minutes, the cold bath was removed and the light slurry was allowed to warm to room temperature with stirring for 1 hour 20 minutes. The reaction was then quenched at room temperature with 5 M aqueous H4CI (3 mL) and the aqueous layer was extracted with THF (1 x 6 mL). The combined organic layers were dried (Na2S04), filtered, and concentrated. A portion of the residue was crystallized from -’30 mL toluene to provide, after washing the filter cake with ether (1 > 3 mL) and heptane (1 x 3 mL), to yield the title compound as blunt needles.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; LEONARD, Kristi A.; BARBAY, Kent; EDWARDS, James P.; KREUTTER, Kevin D.; KUMMER, David A.; MAHAROOF, Umar; NISHIMURA, Rachel; URBANSKI, Maud; VENKATESAN, Hariharan; WANG, Aihua; WOLIN, Ronald L.; WOODS, Craig R.; FOURIE, Anne; XUE, Xiaohua; CUMMINGS, Maxwell D.; JONES, William Moore; GOLDBERG, Steven; WO2015/57205; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Extracurricular laboratory: Synthetic route of C3H5N3

The synthetic route of 16681-65-5 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 16681-65-5, A common heterocyclic compound, 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole, molecular formula is C3H5N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A solutionofn-butyllithiuminhexanes(2.5 M, 0.32 mE, 0.81 mmol) was added dropwise to a stirring solution of i-methyl-1H-i,2,3-triazole (70.4 mg, 0.848 mmol, prepared according to PCT Int. Appl., 2008098104) in tetrahydrofuran (1 mE) at -50C. After 20 minutes, a solution (gently warmed with a heat gun to dissolve the ketone starting material) of (3-(4-(1H-pyrazol-i -yl)benzyl)-4-chloro-2-methoxyquino- lin-6-yl)(i ,2-dimethyl- 1H-imidazol-5-yl)methanone (200 mg, 0.42 mmol, Intermediate 21: step b) in tetrahydroffiran (1 mE) was added dropwise. After 5 minutes, the flask was allowed to warm to 23C. After 20 minutes, water (1 mE) was added. The biphasic mixture was partitioned between saturated aqueous sodium chloride solution (25 mE) and ethyl acetate (50 mE). The layers were separated and the organic layer was dried with sodium sulfate. The dried solution was filtered. Silica gel (2 g) was added to the filtrate and the mixture was concentrated by rotary evaporation to afford a free-flowing powdet The powder was loaded onto a silica gel colunm for flash column chromatography purification. Elution with dichloromethane initially, grading to 10% methanol-dichloromethane provided the title compound which was further purified by RP-HPEC eluting initially with 5% acetonitrile-water (containing 0.05% trifluoroacetic acid), grading to 95% acetonitrile-water (containing 0.05% trifluoroacetic acid) to provide the title compound as a white solid after partitioning the purified material between dichloromethanesaturated aqueous sodium bicarbonate solution, separating the layers, drying the organic layer with sodium sulfate, filtering the dried solution, and concentrating the filtrate to dryness. ?H NMR (400 MHz, CDC13) oe ppm 8.21 (s, 1H), 7.85 (d, J=2.4 Hz, 1H), 7.74 (d, J=8.8 Hz, 1H), 7.67 (d, J=i.7 Hz, 1H), 7.60-7.53 (m, 2H), 7.41-7.33 (m, 3H), 7.11 (d, J=i .4 Hz, 1H), 6.46-6.39 (m, 1H), 6.08-6.02 (m, 1H), 4.27 (s, 2H), 4.08 (s, 3H), 3.89 (s, 3H), 3.35 (s, 3H), 2.20 (s, 3H); MS (ESI):mass calcd. for C29H27C1N802, 554.2. mlz found, 555.2 [M+H].j0650] (3-(4-(i H-Pyrazol- 1 -yl)benzyl)-4-chloro-2-meth- oxyquinolin-6-yl)(i ,2-dimethyl-i H-imidazol-5-yl)(i -methyl-1H-i,2,3-triazol-5-yl)methanol was purified by chiral SFC (Chiralpak AD-H, 5 pm, 250×20 mm, mobile phase:55% C02, 45% methanol containing 0.03% isopropylamine) to provide two enantiomers. The first eluting enantiomer was Example 19b: ?H NMR (500 MHz, CDC13) oe ppm 8.17 (d, J=2.2 Hz, 1H), 7.88-7.84 (m, 1H), 7.78 (d, J=8.7 Hz, 1H), 7.70-7.66 (m, 1H), 7.61-7.55 (m, 2H), 7.41-7.34 (m, 3H),7.18 (s, 1H), 6.47-6.39 (m, 1H), 6.16 (s, 1H), 4.32 (s, 2H),4.10 (s, 3H), 3.92 (s, 3H), 3.40 (s, 3H), 2.33 (s, 3H); MS (ESI):mass calcd. for C29H27C1N802, 554.2. mlz found, 555.5 [M+H] + and the second eluting enantiomer was Example 1 9c:?H NMR (500 MHz, CDC13) oe ppm 8.18 (d, J=2.2 Hz, 1H), 7.85 (d, J=2.5 Hz, 1H), 7.76 (d, J=8.8 Hz, 1H), 7.68 (d, J=1.7 Hz, 1H), 7.61-7.55 (m, 2H), 7.42-7.34 (m, 3H), 7.17 (s, 1H), 6.43 (t, J=2.i Hz, 1H), 6.13 (s, 1H), 4.31 (s, 2H), 4.10 (s, 3H),3.91 (s, 3H), 3.39 (s, 3H), 2.31 (s, 3H)

The synthetic route of 16681-65-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Janssen Pharmaceutica NV; Leonard, Kristi A.; Barbay, Kent; Edwards, James P.; Kreutter, Kevin D.; Kummer, David A.; Maharoof, Umar; Nishimura, Rachel; Urbanski, Maud; Venkatesan, Hariharan; Wang, Aihua; Wolin, Ronald L.; Woods, Craig R.; Fourie, Anne; Xue, Xiaohua; Cummings, Maxwell D.; Jones, William Moore; Goldberg, Steven; US2015/105366; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Share a compound : C3H5N3

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Methyl-1H-1,2,3-triazole, and friends who are interested can also refer to it.

Synthetic Route of 16681-65-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 16681-65-5 name is 1-Methyl-1H-1,2,3-triazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Example 57 Cis-(1S)-N-methyl-7-(5-(N(1)methyl-1,2,3-triazolyl)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine To a solution of N(1)-methyl-1,2,3-triazole (Prepared by the general method described in J. Chem. Soc., Perkin Trans. I, 1973, 2506) (0.115g, 0.00139mol) in tetrahydrofuran (2ml) at -78C under nitrogen was added n-butyllithium (2.5M solution in hexane) (0.00139mol) and after 15 minutes, zinc chloride (0.00139mol) (0.5M solution in tetrahydrofuran). The reaction was warmed to 0C and tetrakis(triphenylphosphine)palladium (0.053g) and a solution of the iodide product of Example 1(a) (0.2g, 0.00046mol) in tetrahydrofuran (5ml) added and the reaction heated at reflux for 16 hours. The reaction was cooled to room temperature, saturated aqueous ethyldiamine tetra-acetic acid di-sodium salt solution was added, the mixture stirred for 30 minutes, water was added and the mixture extracted with ethyl acetate. The organic phase was washed with saturated aqueous sodium bicarbonate, brine and dried (MgSO4). The solution was filtered and the solvent removed under reduced pressure. The crude product was purified on silica gel eluding with 100: 2.5: 1 dichloromethane: methanol: 0.88 ammonia to give the title compound as a pale yellow foam (0.148g, 83%). MS m/z 387 (MH)+ 1H-NMR (CDCl3): delta = 1.90 (1H, m), 2.05 (3H, m), 2.55 (3H, s), 3.77 (1H, t), 4.04 (1H, t), 4.10 (3H, s), 6.93 (1H, dd), 7.00 (1H, dd), 7.16 (1H, dd), 7.26 (1H, s), 7.38 (1H, dd), 7.46 (1H, s), 7.70 (1H, s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Methyl-1H-1,2,3-triazole, and friends who are interested can also refer to it.

Reference:
Patent; Pfizer Limited; PFIZER INC.; EP1157002; (2005); B1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Introduction of a new synthetic route about C3H5N3

According to the analysis of related databases, 16681-65-5, the application of this compound in the production field has become more and more popular.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C3H5N3

Example 123: tert-butyl-3-((4-chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinolin-6-yl)(hydroxy)(1-methyl-1H-1,2,3-triazol-5-yl)methyl)azetidine-1-carboxylate To a flask containing 1 -methyl- 1 H- 1 ,2,3-triazole (430 mg, 0,8 mmol) was added THF (15 mL) and the solution was cooled to -43 C using a CH3CN-C02bath. Then, -BuLi, (2.5 M in hexanes, 0.7 mL, 1.75 mmol) was added dropwise. The reaction mixture was stirred at -40 C for 30 minutes, then tert-butyl-3-(4-chloro-2-methoxy-3-(4-(trifluoromethyr)benzyl)quinoline-6- carbonylj-azetidine- 1 -carboxylate (430 mg, 0.8 mmol, intermediate 61 : step b) in 2 mL THF was introduced. The reaction mixture was allowed to warm to room temperature over 30 minutes, and was quenched after 45 minutes with aqueous NH4C1 solution. The aqueous portion was extracted with EtOAc (3 x 30 mL). The combined organics were washed with brine, dried over MgS04, filtered and concentrated. Chromatography on Silica gel (10% acetone-hexane increasing to 30% acetone) afforded the title compound as a white amorphous solid. H NMR (500 MHz, CDCI3) 5 8.24 (d, J = 2.1 Hz, 1H), 7.78 (d, J= 8.8 Hz, IH), 7.56 – 7.47 (m, 3H), 7.40 (d. J ——- 8.1 Hz, 2H), 7.35 (dd, J = 8.7, 2.1 Hz, }. 4.35 (s, 2H), 4.20 (t, J = 8.8 Hz, IH), 4.07 (s,3H), 4.00 (dd, J = 9.3, 5.6 Hz, IH), 3.92 (dd, J = 8.9, 5.7 Hz, IH), 3.67 (s, 3H), 3.62 (t, J = 8.8 Hz, I H), 3.52 – 3.38 (m, IH), 1.38 (s, 9H); MS (ESI): mass calcd: Chemical Formula: C3oH3]ClF3504; Exact Mass: 617.2, m/z found 617.8 | M I I | .

According to the analysis of related databases, 16681-65-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; LEONARD, Kristi A.; BARBAY, Kent; EDWARDS, James P.; KREUTTER, Kevin D.; KUMMER, David A.; MAHAROOF, Umar; NISHIMURA, Rachel; URBANSKI, Maud; VENKATESAN, Hariharan; WANG, Aihua; WOLIN, Ronald L.; WOODS, Craig R.; FOURIE, Anne; XUE, Xiaohua; CUMMINGS, Maxwell D.; JONES, William Moore; GOLDBERG, Steven; WO2015/57205; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics