Ethanol → 3-Amino-5-bromopyridine-2-carboxamide

Participants

Reaction Steps

To a 100 mL round bottom flask, Raney Nickel (2.5 g) and ethanol (15 mL) were added. To the same flask, was added 5-bromo-3-nitropyridine-2-carbonitrile (5 g, 0.0219 mol). The reaction mass was stirred under hydrogen atmosphere for 14 hours at ambient temperature. The catalyst was removed by filtration. The clear filtrate was evaporated to provide the crude product. The crude material was subject to column chromatography (60-120 silica gel, 30% ethyl acetate in hexane) to provide title compound as a light yellow solid (1.1 g, 23%). 1H NMR (300 MHz, DMSO-d6): δ 7.89 (br s, 1H), 7.79 (d, J=1.8 Hz, 1H), 7.40 (br s, 1H), 7.38 (d, J=1.8 Hz, 1H), 7.04 (br s, 2H).

Provenance & Evidence