Category: Triazoles

Application of 4922-98-9, These common heterocyclic compound, 4922-98-9, name is 5-Phenyl-1H-1,2,4-triazol-3-amine, 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) Ethyl 3-oxo-3-(pyridin-2-yl)propanoate (500 mg, 2.6 mmol) was taken in AcOH (50 mL) in a 250 mL round bottom flask under N2. To it was added 3-phenyl-1H-1,2,4-triazol-5-amine (497 mg, 3.1 mmol). The reaction mixture was heated at 115 ¡ãC for 12 h. The reaction mixture was then evaporated to dryness using toluene as an azeotropic solvent and triturated with diethyl ether. This was finally dried under high vacuum which afforded 66b as a deep brown solid (300 mg, 40percent). This was then used in the next step without any further purification. LCMS(ESI) m/z 288.02 [M-H+]; 57percent (purity).

The synthetic route of 4922-98-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zuniga, Edison S.; Korkegian, Aaron; Mullen, Steven; Hembre, Erik J.; Ornstein, Paul L.; Cortez, Guillermo; Biswas, Kallolmay; Kumar, Naresh; Cramer, Jeffrey; Masquelin, Thierry; Hipskind, Philip A.; Odingo, Joshua; Parish, Tanya; Bioorganic and Medicinal Chemistry; vol. 25; 15; (2017); p. 3922 – 3946;,
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. 584-13-4, name is 4H-1,2,4-Triazol-4-amine, A new synthetic method of this compound is introduced below., HPLC of Formula: C2H4N4

The mixture of compound 5 (0.01 mol), 4-amino-1,2,4-triazole (0.01 mol), KOH (0.02 mol) in 10-15 mL of dioxanewas heated at 80-100oC for 7-8 h. The solvent was evaporatedand the residue was processed with ether. The part,which was not dissolved in the ether, was neutralized withacetic acid, and the precipitate was filtered off. White crystals;yield 89%, mp 224-225oC. 1H NMR: delta 2.29 (brs, 3H,CH3-pyrim.); 2.31 (s, 3H, SCH3); 3.20 (brs, NH+H2O of solven);5.99 (brs, 1H, CH-pyrim.); 8.40 (s, 2H, 2¡ÁCH-triaz.).Anal. calcd for C8H10N6S: C, 43.23; H, 4.54; N, 37.81;found: C, 43.12; H, 4.45; N, 37.60%.

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; Ayvazyan, Armen G.; Azaryan, Zhermen A.; Ghazaryan, Emma A.; Pivazyan, Vergush A.; Tamazyan, Rafael A.; Yengoyan, Aleksandr P.; Letters in Organic Chemistry; vol. 17; 2; (2020); p. 149 – 156;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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

[0774] 3H-1,2,3-triazole-5-carboxylic acid (2.5 mg, 22f.tmol) was combined with HATU (8.4 mg, 22 flillOI) in DMF(0.3 mL) and stirred for 10 minutes; Et3N (1 eq.) was addedand the mixture was stirred for 1 minute. Compound 2 (22f.tmol) was dissolved in DMF (0.5 mL) and Et3N (3.1 f.LL, 22f.tmol) was added, followed by addition of the activated acidsolution. The mixture was stirred for 30 minutes and concentratedto yieldCompound3, which was carried to the next stepwithout purification.

The synthetic route of 1H-[1,2,3]Triazole-4-carboxylic acid has been constantly updated, and we look forward to future research findings.

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

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

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

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

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

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

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