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. 886365-46-4, name is 5-Chloro-3-methylpyridine-2-carboxylic acid, molecular formula is C7H6ClNO2, 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. Safety of 5-Chloro-3-methylpyridine-2-carboxylic acid
General procedure: To a solution of Intermediates 2A and 2B (150 mg, 0.285 mmol) and 5-chloro-3-methylpyridine-2-carboxylic acid (49 mg, 0.285 mmol) in methanol (1 mL) and THF (2 mL) was added 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholin-4-ium chloride (88 mg, 0.300 mmol). The reaction was stirred at RT. After 3 hours, the reaction mixture was partitioned between water and ethyl acetate; the organic layer was dried over anhydrous magnesium sulfate, filtered, and concentrated. The residue was redissolved in DCM (5 mL), and TFA (0.44 mL, 5.71 mmol) was added. The reaction was stirred at RT for 2.5 hours, washed with saturated aqueous sodium bicarbonate and brine, and concentrated. The crude product was purified by silica-gel column chromatography, eluting with 2-10% methanol in DCM, to provide the title compound (56 mg, 41% yield). 1H-NMR (400 MHz, DMSO-d6): delta ppm 10.54 (s, 1H), 8.57 (d, J=2.3 Hz, 1H), 8.02-8.06 (m, 2H), 7.85-7.89 (m, 1H), 7.16 (dd, J=11.7, 8.8 Hz, 1H), 5.96 (s, 2H), 3.57 (s, 1H), 2.57 (s, 3H), 2.03-2.14 (m, 1H), 1.89-1.96 (m, 2H), 1.70 (s, 3H), 1.50-1.53 (m, 1H), 1.48 (s, 3H), 1.21-1.35 (m, 2H). LC/MS (ESI+) m/z=479.1 D (M+H).
With the rapid development of chemical substances, we look forward to future research findings about 886365-46-4.
Reference:
Patent; LEWIS, Richard T.; ALLEN, Jennifer R.; BROWN, James; GUZMAN-PEREZ, Angel; HUA, Zihao; JUDD, Ted; LIU, Qingyian; OLIVIERI, Philip R.; ROMERO, Karina; SCHENKEL, Laurie; STELLWAGEN, John; WHITE, Ryan; US2015/38497; (2015); A1;,
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