2,3-Dihydroxybutanedioic Acid → 7-benzyloxy-5-{1-hydroxy-2-[2-(4-methoxy-phenyl)-1,1-dimethyl-ethylamino]-ethyl}-1H-quinolin-2-one

Participants

Reaction Steps

150 mg (0.51 mmol) 7-benzyloxy-5-oxiranyl-1H-quinolin-2-one and 208 mg (1.2 mmol) 2-(4-methoxy-phenyl)-1,1-dimethyl-ethylamine are combined with 1 mL isopropanol and irradiated with microwaves for a total of 1 hour at 135° C. Then the reaction mixture is combined with ethyl acetate and 0.5 molar tartaric acid, whereupon a precipitate is formed. The organic phase is discarded and the solid and the aqueous phase are extracted with dichloromethane/methanol. The combined organic phases are evaporated down and combined with 8 mL ethyl acetate. The insoluble solid is suction filtered and dried. Yield: 130 mg (54%).

Provenance & Evidence