Acetic Acid → 3,3-dimethyl-6-morpholino-1H-pyrrolo[3,2-b]pyridin-2(3H)-one

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of methyl 2-methyl-2-(5-morpholino-3-nitropyridin-2-yl)-propanoate (1.2 g, 3.88 mmol) in acetic acid (22.2 mL, 388 mmol) was added iron powder (1.08 g, 19.40 mmol). The reaction was heated at 80° C. for 2 h. After this time the reaction was cooled to rt and filtered over Celite™. The Celite™ was washed with acetic acid and the combined filtrates were evaporated in vacuo. Purification by column chromatography (hexane:EtOAc, 1:0 to 0:1) gave 3,3-dimethyl-6-morpholino-1H-pyrrolo[3,2-b]pyridin-2(3H)-one. Mass Spectrum (ESI) m/e=248 (M+1).

Provenance & Evidence