Methyl iodide → HCID 53308301, compound

Participants

Reaction Steps

To a stirring solution of 2-chloro-4-(methylsulfonyl)-N-(4-(2-methylthiazol-4-yl)phenyl)benzamide (50 mg, 0.123 mmol) in THF (1 mL) under nitrogen atmosphere was added 1M solution of tBuOK in tBuOH (0.14 mL) dropwise. After stirring for 15 min, CH3I (0.009 mL, 0.14 mmol) was added and the reaction mixture was stirred at 60° C. for 1 h, before partitioning between water and EtOAc. The organic layer was isolated, washed with brine, and adsorbed on silica. Purification on silica by flash chromatography using a gradient of 40-100% EtOAc/hexane yielded 40 mg of the titled compound as an off-white solid (77% yield).

Provenance & Evidence