5-Nitroindazole → 1H-Indazol-5-amine

Participants

Reaction Conditions

Reaction Steps

To a 5000 mL autolcave equipped with a H2 inlet, a thermometer, and a mechanical stirrer is added a solution of 5-nitro-1H-indazole (500 g, 3.06 mol) in tetrahydrofuran (THF, 3500 mL), followed by palladium on carbon (10%, 50 g, 141 mmol). The resulting mixture is stirred overnight at 25° C. under H2 atmosphere (5 kg pressure). After it is purged with N2, the mixture is filtered, and the filtrate is concentrated under vacuum to give the title compound (420 g, 100%) as a brown solid. MS (m/z): 134.1 (M+H).

Provenance & Evidence