4-Toluenesulfonyl chloride → N-{5-[(4-methoxybenzyl)oxy]pyridin-2-yl}-4-methylbenzenesulfonamide

Participants

Reaction Steps

To a solution of 5-[(4-methoxybenzyl)oxy]pyridin-2-amine (24 g, 104 mmol) in pyridine (210 mL) was added 4-methylbenzenesulfonyl chloride (20.9 g, 110 mmol) at 0° C., and the mixture was stirred at room temperature for 4 hr. The reaction mixture was concentrated, the residue was washed with saturated aqueous sodium hydrogen carbonate solution and ethyl acetate to give the title compound (37 g, 93%) as a pale-red solid.

Provenance & Evidence