Methanol → HCID 178487819, compound

Participants

Reaction Conditions

Reaction Steps

Borane dimethyl sulfide complex (2M solution in tetrahydrofuran, 12.5 mL, 25.0 mmol, 10.0 eq) is added at room temperature to a stirred solution of 3-(trans-4-amino-cyclohexyl)-6-methoxy-1H-4-oxa-1,5,9-triaza-phenanthren-2-one (821 mg, 2.50 mmol, 1.0 eq) in tetrahydrofuran (80 mL). The reaction mixture is heated to reflux for 3 hours, cooled down to 0° C. and cautiously quenched with methanol (10 mL) and then evaporated to give a residue that is purified by column chromatography (silica gel, eluent: dichloromethane:methanol, 1:1, v/v) to afford trans-4-(6-methoxy-2,3-dihydro-1H-4-oxa-1,5,9-triaza-phenanthren-3-yl)-cyclohexylamine as a yellow solid (340 mg, 45% yield).

Provenance & Evidence