Day: April 13, 2021

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. 23579-79-5, name is 3,5-Dibromo-1-methyl-1H-1,2,4-triazole, A new synthetic method of this compound is introduced below., Recommanded Product: 3,5-Dibromo-1-methyl-1H-1,2,4-triazole

In a 25 mL round bottomed flask, 3,5-dibromo-1-methyl-1H-1,2,4-triazole (Int-41, 536 mg, 2.23 mmol) was dissolved in DMF (4 mL) and potassium carbonate (615 mg, 4.45 mmol), followed by 4-fluoro-3-(trifluoromethyl)phenol (401 mg, 350 mu, 2.23 mmol) were added. The reaction mixture was stirred for 18 h at 100 C. After cooling, it was concentrated in vacuo, the residue was dissolved in dichloromethane (15 mL) and saturated aqueous solution of sodium carbonate (15 mL). Phases were separated, the aqueous layer was extracted with dichloromethane (2 x 15 mL), the combined organic layers were dried (sodium sulfate) and concentrated in vacuo. The crude product was purified by column chromatography (silica gel, 20 g, eluting with ethyl acetate / n-heptane, gradient 0: 100 to 50:50 v/v) to afford the title compound as white solid (737 mg, 97%). HPLC (method LCMS_fastgradient) tR= 1.28 min. 1H NMR (CDCl3, 300 MHz): delta 3.80 (s, 3 H), 7.23-7.31 (m, 1 H), 7.53-7.61 (m, 2 H). MS (ES+) m/z 340.0, 342.0 [M+H, Br isotopes].

The synthetic route of 23579-79-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; BERCHTOLD, Stefan; GALLEY, Guido; GOERGLER, Annick; JAKOB-ROETNE, Roland; KRUMMENACHER, Daniela; LIMBERG, Anja; NEIDHART, Werner; RATNI, Hasane; REUTLINGER, Michael; RODRIGUEZ SARMIENTO, Rosa Maria; SCHNIDER, Christian; (309 pag.)WO2018/87018; (2018); 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.

To a solution of 0.87 g (8.4 mmol) of 2-chloroimidazole in 14 mL of DMF was added 0.40 g (10 mmol) of 60% NaH in mineral oil. After 20 min of stirring, 2.5 g (8.4 mmol) of 4-bromo-2-tert-butoxycarbonylamino-butyric acid methyl ester in 5 mL of DMF was added. The reaction mixture was heated to 80 C for 1 h. The mixture was diluted with EtOAc (150 mL), washed with water, brine, dried over MgSO4, filtered, and concentrated. The residue was purified by flash chromatography (0-5% MeOH in CH2C12) to provide 2.1 g (78%) of 2-tert-butoxycarbonylamino-4-1,2,3-triazol-2-yl- butyric acid methyl ester.

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

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2009/70485; (2009); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 6523-49-5, 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. 6523-49-5 name is 4-(1,2,4-Triazol-1-yl)aniline, 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.

Compound 10-a (114 mg, 0.71 mmol) and compound 5 (100 mg, 0.24 mmol) were dissolved in n-butanol (2 mL), p-toluene sulfonic acid monohydrate (180 mg, 0.95 mmol) was added. The mixture was heated to 110 C. and stirred for 16 hours. After cooled to room temperature, the mixture was stirred for further 30 minutes, and there was solid precipitated. After filtration, the solid was purified by preparation HPLC (mobile phase:acetonitrile, water (0.05% trifluoroacetic acid); gradient: 60%-90%-10%) to give yellow solid T-10 (25 mg, yield: 19%). LC-MS (ESI): m/z=547 [M+H]+. (0164) 1H-NMR (400 MHz, CDCl3) delta: 8.58 (d, J=4 Hz, 2H), 8.41 (s, 1H), 8.13 (s, 1H), 8.09 (d, J=6 Hz, 1H), 7.92 (d, J=9 Hz, 2H), 7.71 (d, J=9 Hz, 2H), 7.49 (d, J=6 Hz, 1H), 4.66 (d, J=9 Hz, 2H), 4.25 (d, J=9 Hz, 2H), 3.45 (s, 2H), 3.10 (q, J=6 Hz, 2H), 1.43 (t, J=6 Hz, 3H) ppm

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(1,2,4-Triazol-1-yl)aniline, and friends who are interested can also refer to it.

Reference:
Patent; SHANGHAI CHEMEXPLORER CO., LTD.; XU, Zusheng; ZHANG, Nong; SUN, Qingrui; WANG, Tinghan; US2015/336982; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

22300-52-3, name is 4,5-Dibromo-2H-1,2,3-triazole, belongs to Triazoles compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Product Details of 22300-52-3

Step 1 : Cs2C03 (2.42 g, 7.43 mmol) is added to a stirred solution of A-28.2 (1 .68 g, 7.43 mmol) in dry DMF (10 mL). The mixture is stirred for 10 min before A-28.1 (1.00 g, 4.95 mmol), Cul (56.6 mg, 0.30 mmol) and A-28.3 (63.4 muIota_, 0.45 mmol) are added and the reaction is heated to 1 10¡ãC by microwave irradiation and stirred for 30 min. After cooling, the mixture is concentrated, poured into water and extracted with Et20. The organic phase is dried and concentrated to give the crude product which is purified by flash column chromatography on silica gel (using a solvent gradient from n-hexane/EA = 8/2 to EA 100percent) to provide 1.5 g of A- 28.4. ES+/-: 348 [M+H]+; HPLC (Rt): 0.57 min (Method P).

The synthetic route of 22300-52-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; RIETHER, Doris; FERRARA, Marco; HEINE, Niklas; LESSEL, Uta; NICHOLSON, Janet Rachel; PEKCEC, Anton; (102 pag.)WO2017/178344; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 13273-53-5, These common heterocyclic compound, 13273-53-5, name is 4-Bromo-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 solution of the crude (S)-4-(2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)-N-(1-(3-chlorophenyl)-2-hydroxyethyl)-2-fluorobenzamide (30 mg, 0.059 mmol) in residual dioxane was added 4-bromo-1-methyl-1H-1,2,3-triazole (14.24 mg, 0.088 mmol), PdCl2(dppf) (42.9 mg, 0.059 mmol), DME (195 mul) and 2 M Na2CO3 (130 mul) at room temperature. The reaction mixture was stirred for 5 h. After water and EtOAc were added, the organic layer was extracted with EtOAc. The organic layer was washed with water and brine, dried over anhydrous Na2SO4, filtered off, and concentrated in vacuo. The crude product was purified by prep HPLC. The pure fractions were lyophilized yielding (S)-4-(2-amino-5-(1-methyl-1H-1,2,3-triazol-4-yl)pyridin-3-yl)-N-(1-(3-chlorophenyl)-2-hydroxyethyl)-2-fluorobenzamide as a TFA salt (25% over 2 steps). LCMS (m/z): 467.3 (MH+), 0.61 min; 1H NMR (400 MHz, CD3OD) delta ppm 8.64 (m, 1H), 8.31 (m, 1H), 8.25 (m, 2H), 8.2 (m, 1H), 7.82 (m, 1H), 7.4 (m, 3H), 7.28 (m, 2H), 7.22 (m, 1H), 5.11 (m, 1H), 4.07 (s, 3H), 3.78 (m, 2H).

The synthetic route of 13273-53-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Novartis AG; Bagdanoff, Jeffrey T.; Ding, Yu; Han, Wooseok; Huang, Zilin; Jiang, Qun; Jin, Jeff Xianming; Kou, Xiang; Lee, Patrick; Lindvall, Mika; Min, Zhongcheng; Pan, Yue; Pecchi, Sabina; Pfister, Keith Bruce; Poon, Daniel; Rauniyar, Vivek; Wang, Xiaojing Michael; Zhang, Qiong; Zhou, Jianguang; Zhu, Shejin; (366 pag.)US9242996; (2016); B2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 288-36-8,Some common heterocyclic compound, 288-36-8, name is 1H-1,2,3-Triazole, molecular formula is C2H3N3, 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.

Intermediate E: 2-(2H-l,2,3-triazol-2-yl)benzoic acid Int E Step 1 : 2-(2H-l,2,3-triazol-2-yl)benzoic acid (Int E) To a solution of 2-iodobenzoic acid (3.0 g, 12.1 mmol) in DMF was added 1,2,3-triazole (1.5 g, 21.7 mmol), Cs2C03 (7.1 g, 21.7 mmol), Cul (114 mg, 0.6 mmol), and trans-N,N’-dimethylcyclohexane- 1,2-diamine (310 mg, 2.2 mmol). After heating at 120 C for 10 min in a microwave reactor, the mixture was cooled to room temperature, diluted with EtOAc, and filtered through Celite. The filtrate was concentrated in vacuo and the crude residue was purified by silica gel chromatography (MeOH in DCM with 0.1% AcOH) to give Int E as the faster eluting isomer. 1H NMR (DMSO-d6, 500MHz) delta 13.05 (brs, 1 H), 8.12 (s, 2H), 7.81-7.52 (m, 4H).

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

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; REGER, Thomas, S.; ROECKER, Anthony, J.; WO2015/95111; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 138624-97-2, 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. 138624-97-2, name is 1-Benzyl-1H-1,2,4-triazole-3-carboxylic acid belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

A mixture of (3S)-3-amino- 1 ,8-dimethyl-4,5-dihydro-3H-pyrido[3,4-b] azepine-2,7- dione (15 mg, 0.07 mmol), 1- (3-dimethylaminopropyl) -3-ethylcarbodiimidehydrochloride (16 mg, 0.08 mmol), i-hydroxybenzotriazole (ii mg, 0.08 mmol) and i-benzyl-i,2,4- triazole-3-carboxylic acid (17 mg, 0.08 mmol) in N,N-dimethylformamide (3 mL) was stirredat 25 C for 2 h. The mixture was concentrated under reduced pressure and the residue was purified by RP-HPLC (acetonitrile 20-50%/0.05% ammonium hydroxide in water) to afford arbitrarily assigned (S)- 1 -benzyl-N-( 1 ,8-dimethyl-2,7-dioxo-2,3,4,5,7,8-hexahydro- 1H- pyrido[3,4-b]azepin-3-yl)-1H-i,2,4-triazole-3-carboxamide (22.2 mg, 78%) as a white solid. ?H NMR (400 MHz, CD3OD) 8.56 (s, 1H), 7.87 (s, 1H), 7.37 – 7.33 (m, 5H), 6.49 (s, 1H),5.46 (s, 2H), 4.71 – 4.65 (m, 1H), 3.59 (s, 3H), 3.32 (s, 3H), 2.74 – 2.68 (m, 2H), 2.45 – 2.38 (m, 1H), 2.13 – 2.08 (m, 1H). LCMS RT = 0.697 mm, m/z = 407.1 [M + H]. LCMS (5 to 95% acetonitrile in water + 0.1% formic acid over 1.5 mins) retention time 0.697 mi ESI+

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-Benzyl-1H-1,2,4-triazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; PATEL, Snahel; (105 pag.)WO2018/73193; (2018); 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. 162848-16-0, name is 4-[1,2,4]Triazol-1-yl-benzoic acid, A new synthetic method of this compound is introduced below., Recommanded Product: 4-[1,2,4]Triazol-1-yl-benzoic acid

To a solution of the amine (157 mg, 0.66 mmol), 4-(1H-1,2,4-triazol-1-yl)benzoic acid (132 mg, 0.69 mmol), EDCI hydrochloride (145 mg, 0.76 mmol), HOBT (106 mg, 0.78 mmol) in 6.0 mL of DMF was added N-methylmorpholine (0.15 mL, 1.36 mmol) and stirred at ambient temperature for 24 h. The reaction mixture was partitioned between 50 mL of water and 50 mL of ethyl acetate. The organic layer was washed with two 50 mL portions of 1N HCl solution, 50 mL of water, dried over sodium sulfate, filtered, concentrated and purified by column chromatography (methanol/methylene chloride, 3:97) to give 170 mg of N-[(1S,2R)-2-({[(1S)-1-cyano-3-methylbutyl]amino}carbonyl)cyclohexyl]-4-(1H-1,2,4-triazol-1-yl)benzamide as a white solid. Yield: 63%, MS: 409 (M+H+), mp=156.0-158.9 C.

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; Gabriel, Tobias; Krauss, Nancy Elisabeth; US2004/248949; (2004); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 16681-70-2,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.

[0832] lH-1,2,3-triazole-4-carboxylic acid (2.3 mg, 20f.tmol) was combined with HATU (7.7 mg, 20 f.tmol) in DMF(2 mL) and stirred at room temperature for 15 minutes. Compound3 (8 mg, 18 f.tmol) and DIPEA (9.6 f.LL, 55 f.tmol) werethen added. The solution was stirred at room temperature for15 minutes, at which time LCMS showed reaction completion.The solvent was removed in vacuo and the crude residuewas dissolved in EtOH (2 mL). A solution of IN LiOH (183f.LL, 183 flillOI) in water was added, and the resulting solutionwas stirred at room temperature for 30 minutes, at which timeLCMS showed reaction completion. The solvent wasremoved in vacuo and the crude residue was purified by reverse phase chromatography to yield Compound a (3 mg) asa TFA salt. MS m/z [M+Hr calc’d for C24H27CIFN50 4 ,504.17. found 504.

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

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

Related Products of 41253-21-8, The chemical industry reduces the impact on the environment during synthesis 41253-21-8, name is Sodium 1,2,4-triazol-1-ide, I believe this compound will play a more active role in future production and life.

e) Preparation of 2,2′-[5-(lH-l,2,4-triazoIe-l-yl -methyl)-l,3-phenylene] di (2-methyl propionitrile) (I).A mixture of 2,2′-(5-bromomethyl-l,3-phenylene)di(2-methylpropionitrile) (V) (4 gm, 0.013 moles) and 1,2,4-triazole sodium salt (2.40 gm, 0.026 moles) in N,N-dimethylformamide (28 ml) was heated under stirring at 45-50 C for 4 hour. The reaction mixture was cooled, poured into the ice-water and extracted with ethyl acetate. The ethyl acetate layer was separated and concentrated to give a residue. This residue was diluted with water, acidified with concentrated hydrochloric acid (adjusted the pH tol-2). The reaction mixture was heated at 50 C and subsequently filtered the hot solution. The mother liquor was treated with ammonia solution at 0- 50C (adjusted the pH to 8-9) and extracted with ethyl acetate. The ethyl acetate layer was separated and concentrated to obtain a residue (3.0 g).

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, Sodium 1,2,4-triazol-1-ide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; USV LIMITED; WO2007/39913; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics