Pyridine → 9-Hydroxyimino-6,7,8,9-tetrahydro-pyrido[1,2-a]indole-3-carboxylic acid pyridin-3-ylamide

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Reaction Steps

9-Oxo-6,7,8,9-tetrahydro-pyrido[1,2-a]indole-3-carboxylic acid pyridin-3-ylamide (150 mg, 0.491 mmol), hydroxylamine hydrochloride (1.50 g, 21.6 mmol), and pyridine (3 mL) were combined in MeOH (40 mL) and heated to 60 □C for 20 h. The reaction was cooled and diluted with water (200 mL). The resulting precipitate was filtered, washed with water, then hexanes, and dried in a vacuum oven to give the title compound (122 mg, 78%) as an analytically pure mixture of oxime regioisomers (2:1).

Provenance & Evidence