Dimethylformamide → HCID 57190520, compound

Participants

Reaction Steps

4 g of (3S,5S)-5-[(4'-cyano-3-nitro-4-biphenylyl)oxymethyl]-3-[(methoxycarbonyl)methyl]-1-(3-phenylpropyl)-2-pyrrolidinone are hydrogenated in 40 ml of ethanol and 10 ml of dimethylformamide with 1.5 g of palladium (10% on activated charcoal) under a hydrogen pressure of 3 bar at ambient temperature. After 40 minutes the catalyst is removed by suction filtering and the filtrate is evaporated down. The residue is divided between water and methylene chloride, the organic phase is separated off, dried with magnesium sulphate and evaporated down. Column chromatography on silica gel with methylene chloride/ethyl acetate (4:1) yields 2.9 g (77% of theory) of the desired compound. Melting point: 111°-112° C. Rf value: 0.37 (silica gel; 1,2-dichloroethane/ethyl acetate=3:1) Calculated: C 72.41 H 6.28 N 8.45 Found: 72.31 6.54 8.27

Provenance & Evidence