Dichloromethane → 4-[4-Methoxy-2-methyl-3-(3,3,6,6-tetramethyl-1,8-dioxo-2,3,4,5,6,7,8,9-octahydro-1H-xanthen-9-yl)phenyl]pyrimidine-2-carboxylic acid

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Reaction Steps

A 1 M aqueous solution of sodium hydroxide (466 μL, 0.466 mol) was added to a solution of the methyl 4-[4-methoxy-2-methyl-3-(3,3,6,6-tetramethyl-1,8-dioxo-2,3,4,5,6,7,8,9-octahydro-1H-xanthen-9-yl)phenyl]pyrimidine-2-carboxylate obtained in Example 75-3 (206 mg, 0.388 mmol) in THF (0.5 mL) and methanol (0.5 mL) at room temperature. The mixture thus obtained was stirred at the same temperature as above for 15 minutes. Thereafter, the solvent was distilled away under reduced pressure, and water was then added to the residue. The mixed solution was washed with diethyl ether, and 1 M-hydrochloric acid was then added to the water layer thus obtained, so that it was converted to an acidic aqueous solution. The resulting solution was extracted with ethyl acetate twice. The organic layer thus obtained was washed with brine, and was then dried over anhydrous sodium sulfate. The solvent was distilled away under reduced pressure, and the residue thus obtained was then solidified with dichloromethane and hexane to obtain the title compound (158 mg, yield: 79%).

Provenance & Evidence