Methyl iodide → HCID 66668993, compound

Participants

Reaction Conditions

Reaction Steps

Sodium hydride (60% dispersion in mineral oil, 23 mg, 0.54 mmol) was added to a solution of (R)-3-(4-bromophenyl)-3-(4-chloro-2-methylphenyl)-1-(2-methylpyridin-4-yl)propan-1-one (example 282, step 1; 208 mg, 0.49 mmol) in tetrahydrofuran (7 mL), then after 90 min the reaction mixture was cooled to 0° C. and treated with iodomethane (73 mg, 0.54 mmol). The ice bath was removed, then after 2 h the reaction mixture was partitioned between sat. aq. ammonium chloride solution and ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, filtered, and evaporated. Chromatography (SiO2; heptane-ethyl acetate 1:1) produced the title compound (149 mg, 70%). Light yellow oil, MS (ESI+): m/z=442.3 ([M+H]+).

Provenance & Evidence