Acetic Acid → HCID 89922616, compound

Participants

Reaction Steps

To a solution of 5-amino-4-chloro-2-(4-oxobutyl)benzonitrile (35 mg, 0.157 mmol) in THF (0.5 mL) at room temperature was added morpholine (24.65 mg, 0.283 mmol), sodium cyanoborohydride (19.76 mg, 0.314 mmol), and a drop of acetic acid. The reaction was stirred at room temperature for 1 h at which point LCMS indicated full conversion. The reaction was quenched with aq. Na2CO3, extracted w/ DCM, concentrated and purified by flash column chromatography (0-10% MeOH/DCM) to give 5-amino-4-chloro-2-(4-morpholinobutyl)benzonitrile (29 mg) as a yellow oil.

Provenance & Evidence