Methyl 2-(3-bromo-5,7-difluoroquinolin-6-yl)acetate → 2-(3-Bromo-5,7-difluoroquinolin-6-yl)acetic acid

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Reaction Steps

A suspension of (3-bromo-5,7-difluoro-quinolin-6-yl)-acetic acid methyl ester (10.0 g, 31.6 mmol) in 48 mL of aqueous NaOH (2N) was heated to reflux for 2 hrs then cooled to r.t. The mixture was washed with dichloromethane (50 mL×2) and the aqueous phase acidified with 5N hydrochloric acid to pH 4. The white precipitate was collected via filtration, washed with water and dried. 9.6 g of the title compound was obtained as white powder in 100% yield. 1H NMR (DMSO-d6): δ 12.87 (s, 1H), 9.05 (s, 1H), 8.76 (s, 1H), 7.75˜7.79 (d, 1H), 3.87 (s, 2H).

Provenance & Evidence