6-(1H-Imidazol-1-yl)nicotinic acid

Synthesis

111205-01-7

216955-75-8

General procedure for the synthesis of 6-(1H-imidazol-1-yl)nicotinic acid from 6-(1H-imidazol-1-yl)nicotinic acid methyl ester: In a round-bottomed flask, 6-(1H-imidazol-1-yl)nicotinic acid methyl ester (535 mg, 2.50 mmol), tetrahydrofuran (12 mL), sodium hydroxide (780 mg, 19.50 mmol), and methanol (10 mL) were added, and the reaction was conducted at 50°C for 3 h. The reaction was heated at 50°C for 3 h. Upon completion of the reaction, the reaction mixture was acidified with 1N hydrochloric acid and subsequently concentrated to dryness under reduced pressure. The resulting solid was suspended in a mixed solvent of methanol/dichloromethane, filtered and concentrated to give 6-(1H-imidazol-1-yl)nicotinic acid as a white solid (0.47 g, 68% yield).LCMS (m/z): 190.0 (M + 1).

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