Category: 108281-79-4

Synthetic Route of 108281-79-4, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.108281-79-4, name is 6-Bromo-[1,2,4]triazolo[4,3-a]pyridine, molecular formula is C6H4BrN3, molecular weight is 198.02, as common compound, the synthetic route is as follows.

To a solution of 6-bromo-[1,2,4]triazolo[4,3-a]pyridine (35 mg, 0.18 mmol) in anhydrous THF (1 mL) was added n-BuLi (0.15 mL, 0.38 mmol) dropwise at -65 C. under N2, then it was maintained at this temperature for 3 h. To this solution was added dropwise a solution of 1-(3-(N-methoxy-N-methylcarbamoyl)benzyl)quinazoline-2,4(1H,3H)-dione (50 mg, 0.15 mmol) in THF (1 mL), then it was stirred for 4 h at -65 C. It was allowed to warm to 0 C. for over 4 h. The reaction solution was poured into saturated aqueous NH4Cl, extracted with ethyl acetate (3*10 mL). The combined organic layers were washed with brine, dried over anhydrous Na2SO4, and concentrated. The crude product was purified by preparative TLC to give the title compound (6.5 mg, 11% yield) as white solid. 1H NMR (CD3OD+CDCl3): 9.42 (d, J=7.2 Hz, 1H), 8.41-8.39 (m, 2H), 8.10 (d, J=7.2 Hz, 1H), 7.95 (d, J=9.0 Hz, 1H), 7.58-7.45 (m, 4H), 7.18-7.11 (m, 3H), 5.38 (s, 2H). MS: m/z 398.2 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis 108281-79-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Impact Therapeutics, Inc.; Cai, Sui Xiong; Tian, Ye Edward; Dong, Haijun; Xu, Qingbing; Wu, Lizhen; Liu, Lijun; Jiang, Yangzhen; Bao, Qingli; Wang, Guoxiang; Yin, Feng; Gu, Chengyun; Hu, Xiuhua; Wang, Xiaozhu; Kang, Sishun; Chen, Shengzhi; US2014/23642; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 108281-79-4, 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. 108281-79-4, name is 6-Bromo-[1,2,4]triazolo[4,3-a]pyridine, molecular formula is C6H4BrN3, The 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.

In a 5 mL vial 6-bromo-[1,2,4]triazolo[4,3-a]pyridine (93 mg), 4-trifluoromethoxyphenylboronie acid (115 mg), and potassium carbonate (187 mg) were suspended in DMF (2 mL) that was previously degassed with nitrogen. Tetrakis(triphenylphosphine) palladium (20 mg) was added and the reaction mixture was heated in a microwave reactor at 150 C. for 30 min, filtered, and concentrated. The residue was subjected to gradient chromatography (MeOH/dichloromethane) to produce white powder, 56.4 mg (43% yield).1H NMR (400 MHz, CDCl3): delta 8.89 (s, 1H), 8.27 (br s, 1H); 7.89 (d, J=9.2 Hz, 1H); 7.59 (d, J=8.4, 2H); 7.52 (d, J=9.6 Hz, 1H); 7.36 (d, J=7.6, 2H).MS (ES+, m/z) 280.0 (base peak, M+H+); 581.0 (2M+Na+).

According to the analysis of related databases, 108281-79-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Gilead Palo Alto, Inc.; US2011/21521; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem