Triethylamine → 3-cyclohexylacetyl-4-hydroxy-1-phenyl-1,8-naphthyridin-2(1H)-one

Participants

Reaction Steps

Dry toluene (30 mL) was added to 4-cyclohexylacetoxy-1-phenyl-1,8-naphthyridin-2(1H)-one (1.31 g, 3.61 mmol), triethylamine (0.50 mL, 3.61 mmol, 1 eq.), potassium cyanide (472 mg, 7.24 mmol, 2 eq.), and 18-crown-6 (190 mg), and the mixtures was stirred at a room temperature for 2 days. Dichloromethane was added thereto. The mixture was filtered by using Celite, and then the solvent was distilled off. The resulting residue was purified by a flash column chromatography to give an objective 3-cyclohexylacetyl-4-hydroxy-1-phenyl-1,8-naphthyridin-2(1H)-one as a form of crystal (625 mg, yield 48%).

Provenance & Evidence