Triethylamine → HCID 57447109, compound

Participants

Reaction Steps

Butyryl chloride (0.72 mL, 6.94 mmol, 1.2 eq.) and triethylamine (1.13 mL, 8.09 mmol, 1.4 eq) were added to a solution of 3-amino-4-chloroquinoline (1.03 g, 5.78 mmol, 1.0 eq) in anhydrous dichloromethane (25 mL). The reaction mixture was stirred at ambient temperature for 3 hours and then washed sequentially with saturated aqueous sodium bicarbonate and brine, dried over magnesium sulfate, and concentrated under reduced pressure. The crude product was purified by column chromatography (silica gel eluting with 3% methanol in dichloromethane) to provide 0.70 g of N-(4-chloroquinolin-3-yl)butyramide.

Provenance & Evidence