Methanesulfonyl chloride → HCID 56602985, compound

Participants

Reaction Steps

Lithium hexamethyldisilazane (1.5 mL, 1.55 mmol) was added to a solution of 4-(4-chlorophenoxy)-3-(3-methoxypyridin-2-yl)benzamide (Preparation 11, 0.184 g, 0.52 mmol) in THF (10 mL) and then the mixture was stirred at room temperature for 10 minutes. Methansulfonyl chloride (0.14 mL, 1.81 mmol) was added to the yellow solution and the mixture was stirred at room temperature for 18 hours. The reaction was quenched by the addition of aqueous ammonium chloride (10 mL) and extracted with DCM (3×30 mL). The organic layer was washed with water (2×30 mL), dried over magnesium sulfate, and concentrated in vacuo to afford the crude product (0.294 g). The crude material was purified by preparative A-HPLC to afford the title compound (12.2 mg).

Provenance & Evidence