Methanesulfonyl chloride → HCID 56602987, compound

Participants

Reaction Steps

Lithium bis(trimethylsilyl)amide solution in THF (1 M, 0.78 mL, 0.78 mmol) was added to a solution of 3-(2-methoxypyridin-3-yl)-4-phenoxybenzamide (Preparation 19, 0.1 g, 0.31 mmol) in THF (4 mL) at room temperature and the reaction allowed to stir for 30 minutes. Methanesulfonyl chloride (0.088 g, 0.78 mmol) was added and the reaction was stirred at room temperature for 18 hours. The mixture was then partitioned between EtOAc (40 mL) and water (10 mL). The combined organics were dried over sodium sulfate and concentrated in vacuo to afford a brown solid. The crude product was purified by preparative HPLC to afford the title compound as a white solid (20 mg).

Provenance & Evidence