Acetyl chloride → HCID 19392573, compound

Participants

Reaction Steps

Treat 5,6,8,9,10,11-hexahydro-3-methoxy-12-phenyl-naphtho[1,2-b] [1,8]naphthyridin-7(12H)-one (10 mmoles) with equimolar amounts of acetyl chloride and triethylamine dissolved in CH2Cl2 (10 ml) at 0°-25° C. for 3 days. Wash the resulting solution with aqueous NaHCO3 solution and with water, and dry the organic solution. Evaporate the CH2Cl2, and chromatograph the residue on silica gel. Elute the N-acetylated product with 2% MeOH in CHCl3, and crystallize it from isopropyl acetate/disopropyl ether to provide 11-acetyl-5,6,8,9,10,11-hexahydro-12-phenyl-naphtho[1,2-b] [1,8]naphthyridin-7(12H)-one, m.p. 178.5°-182° C.

Provenance & Evidence