Electric Literature of 956317-36-5,Some common heterocyclic compound, 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, molecular formula is C10H9N3O2, 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.
5-chloro-2-[(5R)-hexahydro-5-methyl-i H-i ,4-di-azepin-i -yl]benzoxazole (75 mmol) was dissolved in N,NDimethylformamide (75 ml), then cooled to 0 to 5 C., and added with 5-methyl-2-(2H- 1 ,2,3-triazole-2-yl)benzoic acid (79 mmol), HOAt (82.8 mmol), EDCI (82.8 mmol) and triethylamine (188 mmol); then the mixture was warmed naturally and stirred at room temperature overnight. 10 mass % citric acid solution was added, and the aqueous phase separated was extracted with ethyl acetate. The resulted organic phase was washed with 5% sodium carbonate solution and saturated brine, dried over anhydrous sodium sulfate, filtrated and dried by evaporation, to give suvorexant with a yield of 97%, and the cc value is 99.8%.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, its application will become more common.
Reference:
Patent; Zhejiang Huahai Pharmaceutical Co., Ltd.; Shanghai Aobo Pharmtech, Inc., Ltd.; Lin, Jianping; Guo, Xiaowen; Gao, Xiaofei; Huang, Chao; Guo, Yuanbing; Tao, Anping; Huang, Luning; Gu, Hong; (15 pag.)US2019/40052; (2019); A1;,
1,2,3-Triazole – Wikipedia,
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