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With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 20 h;
Iodomethane 0.75 mL (12 mmol) and potassium carbonate 2.5 g (18 mmol) were added to a DMF (8 mL) solution of 5-bromo-2-fluoronicotinic acid 2.0 g (9.1 mmol), and the mixture was stirred at room temperature for 20 hours. After the completion of the reaction, water was added to the reaction mixture, and followed by extraction with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under reduced pressure. The concentrated residue was purified by silica gel column chromatography (eluting solvent: hexane:ethyl acetate) to give the title compound 1.7 g (7.3 mmol, yield 80percent) as a white solid. Mass spectrum (CI, m/z):234, 236[M+1]+. 1H-NMR spectrum (400MHz, DMSO-d6) δ:8.66 (dd, J = 1.3, 2.6 Hz, 1H), 8.56 (dd, J = 2.6, 8.2 Hz, 1H), 3.89 (s, 3H).
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