Aniline → HCID 21905231, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (RS)-N-(4-cyano-benzyl)-2-(2,6-difluoro-3-formyl-phenyl)-2-ethoxy-acetamide (250 mg, example 311.3) in EtOH (5 ml) was added aniline (64 mg). The suspension was stirred over night, then cooled to 0° C. and treated with NaBH4 (38 mg). The reaction mixture was stirred 1 h at 0° and 1 h at rt, then poured onto ice and extracted with EtOAc. The organic layer was dried over MgSO4, filtrated and concentrated. The crude product was purified by flash chromatography (cyclohexane/EtOAc 1:4=>EtOAc) to give (RS)-N-(4-cyano-benzyl)-2-(2,6-difluoro-3-phenylaminomethyl-phenyl)-2-ethoxy-acetamide (230 mg) as off-white amourphous solid. MS 436.3 ([M+H]+)

Provenance & Evidence