Hydrochloric Acid → 1-(4-Fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

A mixture of methyl 1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxylate (14 g, 58.4 mmol) and 2N aqueous NaOH (90 mL) in methanol (150 mL) was heated at 65° C. overnight. The cooled reaction mixture was treated with 2N HCl solution with stirring until pH=1. The precipitate that formed was collected by filtration, washed with water (10 mL), and dried to give 1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid (7.0 g, 53% yield). 1H-NMR (400 MHz, MeOH-d4): δ 8.58 (dd, J=7.2, 2.0 Hz, 1H), 8.04 (dd, J=6.8, 2.0 Hz, 1H), 7.53 (m, 2H), 7.31 (m, 2H), 6.83 (t, J=7.2 Hz, 1H).

Provenance & Evidence