Sodium Hydroxide → 4-Chloro-1-methyl-1H-pyrrolo[3,2-c]pyridine-7-carboxylic acid

Participants

Reaction Steps

To a solution of 4-chloro-1-methyl-1H-pyrrolo[3,2-c]pyridine-7-carboxylic acid methyl ester (0.5 g), in methanol (20 ml) was added aqueous 2M sodium hydroxide solution (2 ml) and the mixture was heated to reflux for 4 hours. The methanol was evaporated and the residue was dissolved in water (50 ml) and acidified to pH 1 using aqueous 2M hydrochloric acid. Solid sodium chloride was added to saturated the aqueous phase, the solution was extracted with tetrahydrofuran (2×50 ml). The tetrahydrofuran layers were combined and evaporated to afford the title compound (460 mg).

Provenance & Evidence