Month: March 2021

Application of 40253-47-2, 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. 40253-47-2, name is Ethyl 5-methyl-1H-1,2,4-triazole-3-carboxylate belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

A mixture of ethyl 5-methyl-1H-1,2,4-triazole-3-carboxylate (1.0 g, 6.45 mmol) and sodium hydroxide (1.702 mL, 32.2 mmol) in tetrahydrofuran (30 mL) was stirred at ambient temperature for 16 hours. Volatiles were removed, and the residue was acidified with 1 N HCl solution. Water was removed under high vacuum, and the crude residue was purified by HPLC (0~70% acetonitrile in 0.1% trifluoroacetic acid/water on Phenomenex C1810 mum (250 mm ¡Á 50 mm) column at a flowrate of 50 mL/minute) to give 460 mg of the title compound as a white solid.

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, Ethyl 5-methyl-1H-1,2,4-triazole-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CALICO LIFE SCIENCES; ABBVIE, INC.; SIDRAUSKI, Carmela; PLIUSCHEV, Marina; FROST, Jennifer, M.; BLACK, Lawrence, A.; XU, Xiangdong; SWEIS, Ramzi, Farah; SHI, Lei; ZHANG, Qinwei, I.; TONG, Yunsong; HUTCHINS, Charles, W.; CHUNG, Seungwon; DART, Michael, J.; (661 pag.)WO2017/193063; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 22300-52-3, name is 4,5-Dibromo-2H-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 22300-52-3, Quality Control of 4,5-Dibromo-2H-1,2,3-triazole

3- Fluoro-4-nitrotoluene (1367 g, 1 eq.), 4,5-dibromo-2/-/-1 ,2,3-triazole (1999 g, 1 eq.), K2C03 (1340 g, 1.1 eq.) and DMF (1 1 L) is heated to 75 C for 15 h. The reaction mixture is cooled to 22 C and treated with water (18 L). The resulting suspension is filtered, washed with water (4 L). The product is washed with isopropanol (5 L), and dried under reduced pressure to yield a white solid. Yield: 281 1 g, 88%. Purity: 100% a/a (LC-MS method 2). 1H NMR (400 MHz, DMSO) <5: 8.10 (d, J = 8.3 Hz, 1 H), 7.86 (d, J = 1.0 Hz, 1 H), 7.66 (dd, J1 = 0.9 Hz, J2 = 8.3 Hz, 1 H), 2.51 (s, 3 H). 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:
Patent; IDORSIA PHARMACEUTICALS LTD; DOeRRWAeCHTER, Patric; SCHMIDT, Gunther; (48 pag.)WO2018/202689; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 16681-70-2, The chemical industry reduces the impact on the environment during synthesis 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, I believe this compound will play a more active role in future production and life.

G. (2S,4S)-5-Biphenyl-4-yl-2-hydroxymethyl-4-[(3H-[1,2,3]triazole-4-carbonyl)-amino]-pentanoic acid 1-isopropoxycarbonyloxy-ethyl ester (R7=-CH(CH3)OCOO-CH(CH3)2) (2S,4S)-5-Biphenyl-4-yl-4-t-butoxycarbonylamino-2-hydroxymethyl-pentanoic acid (50 mg, 120 mumol, 1.0 eq.), DMA (1 mL), DIPEA (0.13 mL) and 1-chloroethyl isopropyl carbonate (83 mg, 0.5 mmol, 4.0 eq.) were combined. The reaction vessel was capped and microwaved at 80 C. for 2 hours. The mixture was dried under vacuum, dissolved in MeCN (2 mL), and combined with 4 M of HCl in dioxane (500 muL). The resulting mixture was stirred at room temperature for 30 minutes. The precipitate was filtered and discarded, and the filtrate containing the intermediate was concentrated down and submitted to the next step. 1,2,3-Triazole-4-carboxylic acid (14 mg, 120 mumol, 0.5 eq.) and HATU (48 mg, 120 mumol, 1.0 eq) were dissolved in DMF (1 mL) and the resulting solution was stirred for 5 minutes, followed by the addition of DIPEA (44 muL) and the intermediate from last step. The mixture was stirred for 5 minutes. The reaction was quenched with water and the product dried under vacuum. The product was then purified by preparative HPLC to yield the title compound (6 mg; purity 95%). MS m/z [M+H]+ calc’d for C27H32N4O7, 525.23. found 525.4.

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, 1H-[1,2,3]Triazole-4-carboxylic acid, other downstream synthetic routes, hurry up and to see.

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

Related Products of 60166-43-0,Some common heterocyclic compound, 60166-43-0, name is 1,4-Dimethyl-1H-1,2,3-triazole, molecular formula is C4H7N3, 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.

In a 75 mL pressure vessel equipped with a magnetic stirring bar was added (75% purity, yellow foam as the title compound. NMR (500MHz, DMSO-c e) delta 8.71 – 8.62 (m, 2H), 8.21 (t, J=7.3 Hz, 1H), 7.46 (d, J=8.1 Hz, 1H), 7.41 – 7.24 (m, 2H), 7.12 (t, J=9.4 Hz, 1H), 6.18 (br. s., 1H), 4.01 (br. s., 3H), 3.93 – 3.82 (m, 2H), 3.74 (d, J=9.9 Hz, 1H), 3.53 (d, J=8.8 Hz, 1H), 3.49 – 3.36 (m, 1H), 3.30 – 3.12 (m, 1H), 2.29 (s, 3H), 1.66 (d, J=1 1.7 Hz, 1H), 1.53 – 1.39 (m, 1H), 1.39 – 1.26 (m, 1H), 0.96 (d, J=12.5 Hz, 1H). LC/MS (M+H) = 491.4; HPLC conditions: Rt = 3.30 min (Phenomenex LUNA C 18 2 x 50 mm (4 min grad) eluting with 5-95% aq ACN containing lOmM NH4OAC, 0.8 mL/min, monitoring at 254 nm); Temperature: 40C).

The synthetic route of 60166-43-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; NORRIS, Derek J.; VACCARO, Wayne; DEBENEDETTO, Mikkel V.; DEGNAN, Andrew P.; DELUCCA, George V.; DESKUS, Jeffrey A.; HAN, Wen-Ching; KUMI, Godwin Kwame; SCHMITZ, William D.; STARRETT, John E., JR.; HILL, Matthew D.; HUANG, Hong; (563 pag.)WO2016/183118; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 626248-56-4,Some common heterocyclic compound, 626248-56-4, name is 3-(2H-1,2,3-Triazol-2-yl)aniline, molecular formula is C8H8N4, 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 2: To a clean 500 mL flask were added to following reagents: compound J3 (300 mg, 0.82 mmol), 3-(2H-l,2,3-triazol-2-yl)aniline (compound J4, 261 mg, 1.63 mmol), fine-powder cesium carbonate (802 mg, 2.46 mmol), Q-Phos (l,2,3,4,5-pentaphenyl-l ‘-(di- tert-butylphosphino)ferrocene) (58 mg, 0.082 mmol; Aldrich No.675784) and Pd(dba)2 (bis(dibenzylideneacetone)palladium(O)) (92 mg, 0.16 mmol; Aldrich No.227994). To the mixture was then added 30 mL toluene. The resulting slurry was degassed using argon stream gently for 3 min. It was then sent to 110C bath with an air-cooled condenser on top and stirred under argon for overnight. The mixture was then cooled to RT and concentrated on rotovap to remove all the solvent. To the residue were added 300 mL EtOAc and 100 mL water. After vigorously stirring for 15-30 min, the organic phase was separated, and the aq phase and the black junks between org and aq phases were all discarded. The EtOAc phase was then washed with brine twice. The organic phase was dried over MgS04, concentrated and subjected to flash column with 0%-15% EtOAc in DCM to isolate the desired product, compound J5.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-(2H-1,2,3-Triazol-2-yl)aniline, its application will become more common.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; JIA, Zhaozhong, J.; SONG, Yonghong; XU, Qing; KANE, Brian; BAUER, Shawn, M.; PANDEY, Anjali; WO2012/61418; (2012); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 626248-56-4, A common heterocyclic compound, 626248-56-4, name is 3-(2H-1,2,3-Triazol-2-yl)aniline, molecular formula is C8H8N4, 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 130 mg (0.37 mmol) of 2, 118 mg of the 3-(2H-l,2,3-triazol-2-yl)aniline (1.2 eq), 107 mg NaCvBu (3 eq), 85 mg Pd(dba)2 (0.4 eq), and 53 mg Q-Phos (Aldrich 675784, 0.2 eq) was added ~5 mL dry toluene. The reaction mixture was degassed with Ar for 10 min and then refluxed under argon at 110C for 3 hours. The reaction mixture was cooled and diluted with EtOAc, washed with water and brine, dried over MgSC^, and concentrated. The resulting oil was dissolved in a 3: 1 mixture of TFA/H2S04. The mixture was heated to 80C for 1 hour and then cooled to room temperature. Approximately 10 mL H20 was added to the mixture and the resulting solution was subjected to reverse phase preparative HPLC. Product was isolated by utilizing a mobile phase with 0.1% TFA in water as solvent A and 0.1% TFA in acetonitrile as solvent B and eluting with a 15% to 50% B mixture over 10 minutes.[0527] Yield: 23 mg. UV: 265, 306 nm. M+H found for C^H^NsO: 393.3. NMR(CD3OD): 8.96 (IH, br), 7.96 (2H, s), 7.82 (IH, d, J=8.8Hz), 7.67 (IH, d, J=6.0Hz), 7.42 (IH, t, J=6.0Hz), 7.17 (IH, d, J=5.6Hz), 6.18 (IH, d, J=8.8Hz), 4.78 (IH, br), 3.65 (IH, br), 1.90-1.45 (8H, m) ppm.

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; PORTOLA PHARMACEUTICALS, INC.; JIA, Zhaozhong, J.; SONG, Yonghong; XU, Qing; KANE, Brian; BAUER, Shawn, M.; PANDEY, Anjali; WO2012/61418; (2012); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 16681-70-2, 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. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

[0664] To a solution of 3H-[1,2,3]triazole-4-carboxylicacid (77 mg, 688 flillOl) and HATU (130 mg, 344 f.tmol) inDMF (1.5 mL) was added DIPEA (160 f.LL, 920 flillOl). Themixture was stirred at room temperature for 20 minutes, followedby the addition of Compound 11 (140 mg, 210 f.tmol).The mixture was stirred at room temperature for 20 minutes,then the reaction was quenched with 10% aqueous citric acid(15 mL) to pH 4. The mixture was extracted with EtOAc(3×20 mL ), washed with saturated aqueous NaCl (1 0 mL) anddried over MgS04 . The mixture was filtered and the filtratewas evaporated. The residue was purified by flash chromatography(10-100% hexanes/EtOAc gradient over 45 minutes).The fractions containing the desired product were combinedand evaporated. The residue was dried in vacuo at roomtemperature overnight to yield Compound 12 (70 mg). LCMS(ESI): calc. C33H33ClFN50 5 =634.1; obs. rn/z 634.2[M+Ht. Retention time 5.96 min.

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, 1H-[1,2,3]Triazole-4-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; Fleury, Melissa; Beausoliel, Anne-Marie; Hughes, Adam D.; Long, Daniel D.; Wilton, Donna A.A.; US2015/210690; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 288-36-8, 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. 288-36-8, name is 1H-1,2,3-Triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

Example 58:; N-[6-(3-MethyI-3H-[l,2,3]triazol-4-yl)-2,4-dioxo-7-trifluoromethyl-l,4-dihydro-2H- qninazoIin-3-yI]-methanesulfonamide; 1 -Methyl-1H-[1 ,2,3]triazole; To a solution of NaOMe (3.91 g, 72.4 mmol) in MeOH (50 mL) was added 1,2,3-lH-triazole (5 g, 72.4 mmol). The mixture was then cooled to 0 0C and MeI (4.53 mL, 72.4 mmol) was added dropwise. The mixture was stirred allowed to warm up to r.t. and stirred at this temperature for 2 h. The solvent was removed in vacuo, the residue was treated with hot toluene (40 mL) and then filtered to afford a yellow paste. This paste was slurried in hot CHCl3 and the solid was filtered off. The solid was washed with hot CHCl3 (2 X). The filtrates were combined, concentrated in vacuo and the residue distilled (112-116 0C, water pump) to afford a mixture of starting material and final product. The distillate was dissolved in THF and NaH was added portionwise. The insoluble material was filtered off, washed with Et2O and concentrated in vacuo to afford l-methyl-lH-[l,2,3]triazole (1.33 g, 22%) as a yellow syrup.

The synthetic route of 1H-1,2,3-Triazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2006/108591; (2006); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 3641-08-5,Some common heterocyclic compound, 3641-08-5, name is 2H-1,2,4-Triazole-3-carboxamide, molecular formula is C3H4N4O, 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.

EXAMPLE 3 Preparation of 1(or 2 or 4)-(p-Bromophenylsulfonyl)-s-triazole-3-carboxamide To a cooled, stirred mixture of 3.0 g. of 1,2,4-triazole-3-carboxamide and 6.9 g. of bromobenzenesulfonyl chloride in 125 ml. of anhydrous ether is added rapidly 2.75 g. of triethylamine. The cooling bath is removed and the mixture is stirred at room temperature for 23 hours. The heterogeneous mixture is filtered and washed successively with ether, cold water and then ether and dried in vacuo at room temperature for 7 hours, to obtain a crude colorless solid. This material is heated in about 50 ml. of dry acetonitrile and the hot mixture is filtered. The pale yellow filtrate is concentrated to about 10 ml. by water pump evacuation. The colorless solid which separates is collected and washed with acetonitrile then dried in vacuo overnight. To remove final, very minute impurities, the product obtained is then thoroughly washed with water, filtered and dried in vacuo overnight, m.p. 130-136 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2H-1,2,4-Triazole-3-carboxamide, its application will become more common.

Reference:
Patent; American Cyanamid Company; US4007198; (1977); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C2HBr2N3

In a 100 mL round-bottomed flask, 3,5-dibromo-lH-l ,2,4-triazole (5g, 22.0 mmol, Eq: 1.00), l-(chloromethyl)-4-methoxybenzene (3.45 g, 22.0 mmol, Eq: 1) and N-ethyl-N- isopropylpropan-2-amine (5.7 g, 44.1 mmol, Eq: 2) were combined with acetonitrile (101 ml) to give a light yellow solution. Potassium iodide (1.83 g, 11.0 mmol, Eq: 0.5) was added. The mixture was heated to reflux for 2 hours. The reaction mixture was cooled and diluted with EtOAc (100 mL), washed with H20 (50 mL) and brine (50 mL). The organic layer was dried over anhydrous MgS04, filtered and volatiles were removed under reduced pressure to yield an oil from which the compound was isolated by column chromatography (Hexanes/EtOAc = 70/30) to product 7.3 g (95%).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 7411-23-6.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BILOTTA, Joseph Anthony; CHEN, Zhi; CHIN, Elbert; DING, Qingjie; ERICKSON, Shawn David; GABRIEL, Stephen Deems; KLUMPP, Klaus; MA, Han; MERTZ, Eric; PLANCHER, Jean-Marc; WEIKERT, Robert James; WO2014/6066; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics