NLG919

1402838-89-4

1402836-58-1

Sodium borohydride (81 mg, 2.14 mmol) was slowly added to a methanol solution (5 mL) containing 1-cyclohexyl-2-[5H-imidazo[4,3-a]isoindol-5-yl]ethan-1-one (300 mg, 1.07 mmol) at 0 °C. The reaction mixture was stirred continuously at 0 °C for 30 min. Subsequently, the reaction was quenched with deionized water (30 mL) and extracted with ethyl acetate (50 mL x 2). The organic phases were combined, washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was removed by concentration under reduced pressure and the residue was purified by fast column chromatography using a solvent mixture of dichloromethane and methanol (1% to 6% gradient) as eluent to afford 1-cyclohexyl-2-(5H-imidazo[5,1-a]isoindol-5-yl)ethanol as a colorless oil (250 mg, 83% yield). Mass spectrometry result: m/z = 283.1 [M + H]+.