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