Month: May 2021

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. 81606-79-3, name is 2-(1,2,4-Triazol-1-yl)acetonitrile belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 81606-79-3

A mixture of 4-(3-formylphenyl)butanoic acid (960 mg, 5 mmol), 2-(lH-l,2,4- triazol-l-yl)acetonitrile (1.08 g, 10 mmol) and TEA (2.52 g, 25 mmol) in toluene (10 mL) was stirred in microwave reactor at 150 C for 1.5 h. After cooling to rt, the mixture was concentrated to dryness, the residue was purified by column chromatography (ethyl acetate / petroleum ether 0 – 50% as eluent) to afford 4-(3-(2-cyano-2-(lH-l,2,4-triazol-l-yl)vinyl)phenyl)butanoic acid as a light yellow solid (605 mg, 43% yield).

The synthetic route of 81606-79-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PRINCIPIA BIOPHARMA INC.; LOU, Yan; OWENS, Timothy Duncan; BRAMELD, Kenneth Albert; GOLDSTEIN, David Michael; (171 pag.)WO2019/99576; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 41253-21-8, A common heterocyclic compound, 41253-21-8, name is Sodium 1,2,4-triazol-1-ide, molecular formula is C2H2N3Na, 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 suspension of 2,5-diflurobenzonitrile (4.5 g, 32.35 mmol) and 1,2,4-triazole sodium salt (3.6 g, 40 mmol) in dimethylformamide (40 mL) was heated at 80 C. for 15 h. The reaction mixture was then cooled, diluted with CH2Cl2 (200 mL), washed with water (3×30 mL) and brine (30 mL), then dried (Na2SO4), filtered and concentrated to give a white solid which was purified by flash column chromatography (SiO2) using 1:1 to 3:1 ethyl acetate/Hexanes to afford the title compound (2.98 g, 49% yield) as a white powder. 1H NMR (500 MHz, CDCl3) delta: 8.70 (1H, s), 8.18 (1H, s), 7.76 (1H, dd, J=9.0, 4.8 Hz), 7.55 (1H, dd, J=7.3, 2.8 Hz), 7.51-7.47 (1H, m). LCMS (M+H) calcd for C9H6FN4: 189.17; found: 189.10.

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; Bristol-Myers Squibb Company; US2007/111984; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 74205-82-6, name is (1H-1,2,4-Triazol-1-yl)methanol, belongs to triazoles compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 74205-82-6, COA of Formula: C3H5N3O

General procedure: To a solution of indolines 6 (1.0 mmol) dissolved in acid (1.0 ml) in an icebath was added (1H-1,2,4-triazol-1-yl)methanol 5 (ammount as given in Table 1). Themixture was then stirred under the temperature and time given in Table 1. After completion of the reaction (TLC), the reaction mixture was poured intoice water, and 20% NaOH solution was added slowly to adjust the pH to 9. The product was extracted with dichloromethane. After removal of the solvent, theresidue was chromatographed over silica gel using dichloromethane-methanol togive 7 (yield as given in Table 1). The analytical and spectroscopic data for 7b and 7c are given below

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; He, Yi; Li, Xiaolong; Li, Jue; Li, Xiaocen; Guo, Li; Hai, Li; Wu, Yong; Tetrahedron Letters; vol. 55; 29; (2014); p. 3938 – 3941;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 135242-93-2, name is (1-Methyl-1H-[1,2,4]triazol-3-yl)methanol, A new synthetic method of this compound is introduced below., Recommanded Product: (1-Methyl-1H-[1,2,4]triazol-3-yl)methanol

c) 6-(2-Methyl-1,2,4-triazol-5-yl)methyloxy-3-(isoxazol-3-yl)imidazo[5,1-a]phthalazine The title compound was prepared from 6-chloro-3-(isoxazol-3-yl)-imidazo[5,1-a]phthalazine (Part b) and (2-methyl-1,2,4-triazol-5-yl)methanol as described in Example 1, Part c. 1H NMR (360 MHz, CDCl3) delta 3.96 (s, 3H), 5.7 (s, 2H), 7.40 (s, 1H), 7.52 (t, J=8 Hz, 1H), 7.76 (t, J=8 Hz, 1H), 7.89 (s, 1H), 8.0 (d, J=8 Hz, 1H), 8.17 (d, J=8 Hz, 1H), 8.56 (s, 1H). MS (ES+) m/e 348 [MH]+.

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; Jelley, Richard Alexander; Ladduwahetty, Tamara; MacLeod, Angus Murray; Madin, Andrew; Sternfeld, Francine; US2004/147517; (2004); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 288-88-0, name is 1H-1,2,4-Triazole, A new synthetic method of this compound is introduced below., HPLC of Formula: C2H3N3

To a solution of 1,2,4-triazole, 1 (27.6 g, 399.6 mmol) in dichloromethane (80 mL) was simultaneously added bromine in dichloromethane (50%v/v, 80 mL) and an aqueous solution of sodium hydroxide (50% w/v,96 mL). The rate of addition was such that the temperature of the reaction mass was maintained between 10-15C. After the complete addition, the temperature was raised to 25C and the stirring was continued for an additional 12 h. Into this was then added 6 N aq.HCl and stirring continued for 1 h.The solid thus precipitated was filtered, and dried under vacuum at 50C to afford 2 as an off-white solid(80 g, 90%). The product was used without further purification.

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:
Article; Roy, Bhairab Nath; Singh, Girij Pal; George, Shaji K.; Lathi, Piyush S.; Agrawal, Manoj K.; Trivedi, Anurag; Mishra, Madhan; Singh, Gajendra; Indian Journal of Chemistry – Section B Organic and Medicinal Chemistry; vol. 53; 5; (2014); p. 610 – 618;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 118863-62-0,Some common heterocyclic compound, 118863-62-0, name is 3-(4-Bromophenyl)-1H-[1,2,4]triazole, molecular formula is C8H6BrN3, 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.

1.5 g of 3 -(4-bromophenyl)- 1H- 1,2, 4-triazole prepared in Step 2 was dissolved in 5.0 mL of N,N-dimethylformamide, and the resulting reaction mixture was cooled to 0C. To the reaction mixture, 0.32 g of sodium hydride was added, and then the reaction mixture was stirred for 30 minutes. 1.67 g of (2-(chloromethoxy)ethyl)trimethylsilane was added thereto and the reaction mixture was then stirred at 0C for 15 minutes and additionally stirred for 2 hours further. Distilled water was added and the reaction mixture was extracted with dichloromethane. The extract was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure to give a residue as a yellow liquid. The residue was purified with silica gel column chromatography (developing solvent: n-hexane/ethyl acetate = 2/1) to give 1.1 g of the title compound as a yellow solid (yield: 46.3 %). 1H-NMR (CDCl3, 400 MHz) d 8.25(s, 1H), 8.0l(d, 2H), 7.58(d, 2H), 5.52(s, 2H), 3.69(t, 2H), 0.96(t, 2H), 0.00(s, 9H)

The synthetic route of 118863-62-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; YUHAN CORPORATION; HAN, Tae Dong; TAK, Hee Jae; KIM, Eun Kyung; CHOI, Su Bin; KIM, Dong Hoon; PARK, Sol; JUNG, Eun Hye; CHOI, Hyun Ho; KIM, Tae Wang; JU, Mi Kyeong; HA, Na Ry; (305 pag.)WO2019/180644; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, A new synthetic method of this compound is introduced below., Computed Properties of C9H7N3O2

EXAMPLE H N-ethyl-N-(2-((4-(2-hvdroxypropan-2-yl)pyrim^ triazol-2-yl)benzamide Step 1 : tert-butyl (2-(2-(2H-1.2.3-triazol-2-yl)benzamido)ethyl)(methyl)carbamate (H-2) To a mixture of 2-(2H-l,2,3-triazol-2-yl)benzoic acid (2.37 g, 12.5 mmol), HATU (6.0 g, 0.0158 mol) in THF (40 mL) was added DIEA (5.5 g, 0.042 mol). The mixture was stirred at RT for 10 min, then teri-butyl(2-aminoethyl)(methyl)carbamate (1.8 g, 10.5 mmol) was added. The resulting mixture was stirred at RT for 16 h, then poured into water and extracted with EtOAc (100 mL). The combined organic layers were washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography on silica gel (50% EtOAc in petroleum ether) to give the title compound H-2(2.6 g). LRMS m/z (M+H) 346.3 found, 346.2 required.

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; MERCK SHARP & DOHME CORP.; KIM, Ronald; KUDUK, Scott, D.; LIVERTON, Nigel; ZHUO, Gang; (116 pag.)WO2016/100161; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole, belongs to triazoles compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 16681-65-5, HPLC of Formula: C3H5N3

To a flask containing 1-methyl-1H-1,2,3-triazole (100 mg, 1.2 mmol) was added THF (10 mL) and the colorless solution was cooled to -43 C. using a CH3CN-CO2 bath. Then, n-BuLi (2.5 M in hexanes, 490 muL, 1.23 mmol) was added dropwise which afforded an opaque mixture. The mixture was stirred at -40 C. for 30 minutes, then a homogeneous solution of (4-chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinolin-6-yl)(1-methyl-1H-imidazol-5-yl)methanone (255 mg, 0.54 mmol, Intermediate 80: step b) in 2 mL THF was introduced. After 5 minutes, the reaction mixture was then placed in an ice-water bath. The reaction was quenched after 20 minutes with aqueous NH4Cl solution and the aqueous portion was extracted with EtOAc (3*30 mL) and EtOAc:THF (1:1, 30 mL). The combined organics were washed with brine, dried over MgSO4, filtered and concentrated. The solid was triturated with MeOH and filtered to give a yellow filtrate which was concentrated and chromatographed on silica gel (3% MeOH-DCM increasing to 10% MeOH) to afford the title compound. 1H NMR (500 MHz, CDCl3) delta 8.22 (d, J=2.1 Hz, 1H), 7.76 (d, J=8.7 Hz, 2H), 7.49 (d, J=8.1 Hz, 2H), 7.41-7.35 (m, 3H), 7.10 (s, 1H), 6.99 (s, 1H), 6.22 (s, 1H), 4.29 (s, 2H), 4.07 (s, 3H), 3.89 (s, 3H), 3.41 (s, 3H). MS (ESI): mass calcd. for Chemical Formula: C26H22ClF3N6O2; Exact Mass: 542.14. m/z found 542.9 [M+H]+. (4-Chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinolin-6-yl)(1-methyl-1H-1,2,3-triazol-5-yl)(1-methyl-1H-imidazol-5-yl)methanol was purified by chiral SFC (Stationary phase: CHIRALPAK AD-H 5 mum, 250*20 mm, Mobile phase: 80% CO2, 20% mixture of MeOH/iPrOH, 50/50 v/v (+0.3% iPrNH2)), to give Example 89b as the first compound eluted from the chiral column and Example 89c as the second compound eluted from the chiral column.

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; 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

Some common heterocyclic compound, 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, molecular formula is C3H3N3O2, 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. HPLC of Formula: C3H3N3O2

1,2,3-Triazole-4-carboxylic acid (14 mg, 124 mumol), DIPEA (86.3 muL, 496 mumol) and HATU (47.1 mg, 124 mumol) were combined in DMF (0.2 mL) and stirred for 5 minutes at room temperature. This was then combined with (2S,4R)-4-amino-5-biphenyl-4-yl-2-hydroxymethyl-2-methyl-pentanoic acid dimethylcarbamoylmethyl ester (49 mg, 120 mumol). The resulting mixture was stirred for 15 minutes and the reaction was quenched with AcOH. The product purified by preparative HPLC and lyophilized to yield the title compound (51 mg; purity 95%). MS m/z [M+H]+ calc’d for C26H31N5O5, 494.23. found 494.2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 16681-70-2, its application will become more common.

Reference:
Patent; THERAVANCE, INC.; US2012/213806; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 135242-93-2, name is (1-Methyl-1H-[1,2,4]triazol-3-yl)methanol, A new synthetic method of this compound is introduced below., Application In Synthesis of (1-Methyl-1H-[1,2,4]triazol-3-yl)methanol

To a mixture of (1-methyl-1H-1,2,4-triazol-3-yl)methanol (400 mg, 3.54 mmol) and iodobenzene diacetate (1.25 g, 3.89 mmol) in dichloromethane (10 mL) was added TEMPO ((2,2,6,6-tetramethylpiperidin-1-yl)oxyl) (56 mg, 354 mumop. The mixture was stirred at 15-20 C. for 2 h. The mixture was concentrated in vacuo. The residue was purified by silica gel chromatography (petroleum ether:ethyl acetate=1:2) to give 1-methyl-1H-1,2,4-triazole-3-carbaldehyde (300 mg, 2.70 mmol, 76% yield). 1H NMR (chloroform-d 400 MHz) delta 10.01 (s, 1H), 8.19 (s, 1H), 4.06 (s, 3H).

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; H. Lundbeck A/S; Juhl, Karsten; Jessing, Mikkel; Langgard, Morten; Vital, Paulo Jorge Vieira; Kehler, Jan; Rasmussen, Lars Kyhn; Clementson, Carl Martin Sebastian; Marigo, Mauro; US2019/185489; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics