Ethyl Acetate → 2-[5-[(4-methoxybenzyl)oxy]-2-{[(4-methylphenyl)sulfonyl]imino}pyridin-1(2H)-yl]propanamide

Participants

Reaction Steps

To a solution of N-{5-[(4-methoxybenzyl)oxy]pyridin-2-yl}-4-methylbenzenesulfonamide (3 g, 7.80 mmol) in N,N-dimethylformamide (30 mL) were added 2-bromopropanamide (2.82 g, 18.4 mmol) and N,N-diisopropylethylamine (4.04 mL, 23.4 mmol), and the mixture was stirred at room temperature for 2 days. Ethyl acetate and water were added to the reaction mixture, and the mixture was extracted 3 times with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered. The solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane=3/1→ethyl acetate alone) to give the title compound (2.64 g, 74%) as a colorless oil.

Provenance & Evidence