Hydroxyamine hydrochloride → 6-Amino-1-cyclopropyl-3,3-dimethyl-1H-pyrrolo[3,2-c]pyridin-2(3H)-one

Participants

Reaction Conditions

Reaction Steps

A suspension of 1-cyclopropyl-6-(diphenylmethyleneamino)-3,3-dimethyl-1H-pyrrolo[3,2-c]pyridin-2(3H)-one (2.31 g, 6.06 mmol), sodium acetate (1.49 g, 18.2 mmol) and hydroxylamine hydrochloride (926 mg, 13.3 mmol) in methanol (60 ml) was heated to 50° C. for 3 hours. The reaction mixture was diluted with methanol, silica gel was added and the solvent was evaporated. The crude material was purified by flash chromatography on silica gel using dichloromethane/methanol as eluent. The title compound was obtained as off-white crystals (1.1 g).

Provenance & Evidence