Reference of 131747-62-1, 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.131747-62-1, name is 3-(Trifluoromethyl)pyridine-2-carboxaldehyde, molecular formula is C7H4F3NO, molecular weight is 175.108, as common compound, the synthetic route is as follows.
A solution of 2-([1,1?-biphenyl]-4-yl)-2,8-diazaspiro[4.5]decan-1-one 8 (TFA salt, 30 mg, 0.071 mmol) and 3-(trifluoromethyl)picolinaldehyde (18.74 mg, 0.107 mmol) in DCM (3 mL) and DMF (1 mL) was stirred at room temperature for 30 min. Sodium triacetoxyborohydride (22.7 mg, 0.11 mmol) was then added. The reaction mixture was stirred at room temperature for overnight. The reaction was quenched with water (0.2 mL) and the reaction mixture was extracted with DCM (20 mL). The organic fraction was separated and dried over anhydrous sodium sulfate. The dried solution was filtered and the filtrate was concentrated. The residue was purified by MDAP to afford compound 4h (13.5 mg, 33%) as a TFA salt. 1H NMR (400 MHz, DMSO-d6) delta ppm 1.82 (d, J= 13.80 Hz, 2H), 2.17-2.29 (m, 4H), 3.27-3.45 (m, 2H), 3.51-3.59 (m, 2H), 3.90 (t, J= 6.53 Hz, 2H), 4.80 (s, 2H), 7.31-7.39 (m, 1H), 7.46 (t, J= 7.53 Hz, 2H), 7.63-7.77 (m, 5 H), 7.77-7.85 (m, 2H), 8.36 (d, J= 8.28 Hz, 1H), 9.00 (d, J= 4.27 Hz, 1H), 10.07 (br s, 1H). 13C NMR (100MHz, DMSO-d6) delta ppm 153.0, 139.8, 139.2, 136.3, 129.5, 127.8, 127.3, 126.8, 124.4, 120.3, 49.8, 45.0, 43.6, 29.4, 27.6. HRMS C27H27F3N3O (M+H)+ calcd 466.2106, found: 466.2112. LC/MS: tR= 2.94 min, 99.9%, m/z: 466.0 (M+H)+.
Statistics shows that 131747-62-1 is playing an increasingly important role. we look forward to future research findings about 3-(Trifluoromethyl)pyridine-2-carboxaldehyde.
Reference:
Article; Deng, Guanghui; Zhao, Baowei; Ma, Yingli; Xu, Qiongfeng; Wang, Hailong; Yang, Liuqing; Zhang, Qing; Guo, Taylor B.; Zhang, Wei; Jiao, Yang; Cai, Xin; Zhang, Jinqiang; Liu, Houfu; Guan, Xiaoming; Lu, Hongtao; Xiang, Jianing; Elliott, John D.; Lin, Xichen; Ren, Feng; Bioorganic and Medicinal Chemistry; vol. 21; 21; (2013); p. 6349 – 6358;,
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