Ammonium formate → 2-Methyl-3-(piperazin-1-yl)quinoxaline

Participants

Reaction Steps

To a solution of 2-methyl-3-[4-(phenylmethyl)piperazin-1-yl]quinoxaline (Preparation 19, 1.68 g, 5.28 mmol) in methanol (106 ml) was added ammonium formate (1.66 g, 26.4 mmol) followed by palladium (10% w/w on carbon, 0.25 g) under a nitrogen atmosphere. After 12.5 h, more ammonium formate (0.83 g, 13.2 mmol) and palladium (0.12 g) were added. The reaction mixture was filtered through Celite® and evaporated to a yellow oil. The crude product was purified by flash chromatography using silica gel eluting with methanol:dichloromethane (5:95 and then 10:90). The title compound was obtained as a pale yellow oil which crystallised upon standing (0.46 g, 38%).

Provenance & Evidence