HCID 58169868, compound → HCID 58169920, compound

Participants

Reaction Steps

Dimethyl 2-[(2R,4R)-1-{[{(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl}(methyl)amino]carbonyl}-2-(4-fluoro-2-methylphenyl)-4-nitro-4-piperidinyl]butanedioate (Intermediate 39, 250 mg, 0.368 mmol) was dissolved in Methanol (6 ml) and to this solution was added Raney®-Nickel. The reaction mixture was left stirring under H2 at 1 atm for 3 hrs. The solid was filtered out and the solution was refluxed for 2 hrs. The solvent was removed in vacuo and the crude purified by Flash Chromatography (SP4, 25M cartridge, eluent from 90%:10% to 70%:30% Cy:EtOAc). The solvent was removed in vacuo obtaining the title compound (70 mg, 0.113 mmol, 30.8% yield) as a mixture of diastereoisomers. UPLC: Rt=0.83 mins, nm/z=618 [M+H]+.

Provenance & Evidence