Sodium Carbonate → N-(cyanomethyl)-2-[(4-{[4-(2-fluoroethyl)piperazin-1-yl]carbonyl}phenyl)(phenyl)methoxy]-4-methylpentanamide

Participants

Reaction Conditions

Reaction Steps

To a solution of N-(cyanomethyl)-4-methyl-2-{phenyl[4-(piperazin-1-ylcarbonyl)phenyl]methoxy}pentanamide from example 17, step 7 (79 mg, 0.18 mmol) in acetonitrile (1 mL), was added Na2CO3 (37 mg, 0.36 mmol) and 2-bromofluoroethane (39 μL, 0.525 mmol). The reaction was heated in a sealed tube at 85° C. for 16 hours and was then cooled down to room temperature. The mixture was then concentrated and the crude residue chromatographed on silica gel using 1% NH4OH and 9% methanol in dichloromethane to afford the title compound.

Provenance & Evidence