Ethyl Acetate → HCID 58975065, compound

Participants

Reaction Conditions

Reaction Steps

Add 4-(3-cyclopentyl-indole-1-sulfonyl)-N-(4-fluoro-benzyl)-benzamide (0.152 g, 0.319 mmol) portionwise to a stirring mixture of NaCNBH3 (0.096 g, 1.52 mmol) in TFA at 0 to 5° C. under N2. Stir the mixture for 15 minutes at 0-5° C., allow to warm to ambient temperature and add an additional 0.096 g NaCNBH3. Stir the resulting yellow solution for 2 h at ambient temperature, dilute with H2O (13.0 mL) and stir overnight. Pour the reaction mixture is into EtOAc (100 mL). Separate the EtOAc, extract with H2O, 5% NaHCO3 and wash with brine. Separate the EtOAc, dry (MgSO4), filter and evaporate giving a glass. Chromatograph on the chromatotron eluting with EtOAc-hexane 3:7 to give 0.060 g of the title compound: Mass spectrum (m/e) (M+H) 479.1805; found 479.1788.

Provenance & Evidence