Methyl iodide → HCID 66783138, compound

Participants

Reaction Steps

NaH (55% dispersion in mineral oil, 20 mg, 0.45 mmol) was added at 0° C. to a solution of 1-[3-(tert-butyl-diphenyl-silanyloxy)-1-hydroxymethyl-propyl]-3-methyl-4-(3-trifluoromethyl-phenyl)-piperazin-2-one (224 mg, 0.38 mmol) in N,N-dimethylformamide (3.5 mL), then after 5 min a solution of iodomethane (54 mg, 0.45 mmol) in N,N-dimethylformamide (1.5 mL) was added, then after 3 h the reaction mixture was partitioned between EtOAc and sat. aq. NaHCO3 solution. The organic layer was washed with brine, dried (MgSO4), filtered, and evaporated. Chromatography (SiO2; heptane/EtOAc 19:1) afforded the title compound (139 mg, 61%). Light yellow oil, MS: 599.3 (M+H)+.

Provenance & Evidence