Synthetic Route of 135900-33-3, 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. 135900-33-3, name is 6-(Trifluoromethoxy)pyridin-3-amine, molecular formula is C6H5F3N2O, 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.
0383] To a solution of 8-chloroquinoline-7-carboxylic acid Int-56 (Example 166) (0.139 g, 0.674 mmol) in DMF (5 mL) was added DIPEA (0.49 mL 2.808 mmol), followed by HATU (0.42 g, 1.123 mmol) at 0 C, and the reaction mixture was stirred at 0 C for 15 min. Then 6- (trifluoromethoxy)pyridin-3 -amine (0.1 g, 0.561 mmol) was added to reaction mixture at 0 C. The reaction mixture was stirred at r.t. for 16 hrs. After completion of the reaction, the reaction mixture was diluted with water (10 mL) and extracted with Ethyl Acetate (2×50 mL). Combined organic layers were washed with water (2×30 mL), brine (20 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resultant crude product was purified by column chromatography (100-200 silica gel) using 50% Ethyl Acetate in Hexane as eluent to afford 50 mg (24% yield) of 8-chloro-N-(6-(trifluoromethoxy)pyridin-3-yl)quinoline-7-carboxamide 169 as an off-white solid. 1H-NMR (400 MHz, DMSO-d6): delta 11.08 (s, 1H), 9.12 (dd, J = 4.4, 1.6 Hz, 1H), 8.68 (d, J = 2.4 Hz, 1H), 8.55 (J = 8.4, 1.6 Hz, 1H), 8.37 (dd, J = 8.8, 2.4 Hz, 1H), 8.13 (d, J = 8.4 Hz, 1H), 7.79 (d, J = 8.8 Hz, 1H), 7.75 (dd, J= 8.4, 4.0 Hz, 1H), 7.38 (d, J= 8.8 Hz, 1H); MS (ESI) m/z 368.24 [M+H]+.
While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 135900-33-3, 6-(Trifluoromethoxy)pyridin-3-amine.
Reference:
Patent; ACTAVALON, INC.; DNEPROVSKAIA, Elena, V.; HOLZWARTH, Michael, S.; RYCHNOVSKY, Scott, D.; (184 pag.)WO2018/85348; (2018); A1;,
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