Borane → HCID 19087663, compound

Participants

Reaction Steps

To a suspension of 1-[4-{4-(2-nitrophenyl)piperazin-1-yl}-4-oxo-butyl]-2,4(1H,3H)-quinazolinedione (500 mg) in tetrahydrofuran (10 ml) was added 1M borane in tetrahydrofuran (3.42 ml) on an ice-bath. After refluxing for 30 minutes, the reaction mixture was quenched with 1N hydrochloric acid (7 ml), and refluxed for additional 30 minutes. The mixture was made alkaline with saturated aqueous sodium bicarbonate, diluted with ethyl acetate. The organic layer was washed with saturated sodium bicarbonate and brine, dried over magnesium sulfate, and evaporated. The obtained residue was chromatographed on silica gel (20 g) eluting with chloroform-methanol (20:1 V/V) to give crystals. Recrystallization from ethanol gave 1-[4-{4-(2-nitrophenyl)piperazin-1-yl}butyl]-2,4(1H,3H)-quinazolinedione (77 mg).

Provenance & Evidence