Water → HCID 69650218, compound

Participants

Reaction Steps

This crude 2-{1-[6-(2,2-dimethyl-propionylamino)-pyridin-3-yl]-butyl}-malonic acid diethyl ester was dissolved in a mixture of dichloromethane (2.5 mL) and ethanol (5 mL) at 0° C. and a solution of potassium hydroxide (87%, 111 mg, 5.4 mmol) in ethanol (4 mL) was added. The mixture was allowed to warm up slowly to room temperature and stirring was continued for 24 h. Then dichloromethane (20 mL), water (20 mL) and brine (3 mL) was added. The mixture was stirred vigorously for 2 min. Then the layers were separated, the aqueous was washed with dichloromethane. The combined aqueous layers were acidified (pH 5) with citric acid, and extracted three times with dichloromethane. The combined organic layers were washed with brine and dried. Concentration under reduced pressure gave crude 2-[1-{6-(2,2-dimethyl-propionylamino)-pyridin-3-yl]-butyl}-malonic acid monoethyl ester (258 mg, 41%).

Provenance & Evidence