Sodium Hydroxide → HCID 50997511, compound

Participants

Reaction Steps

A solution of methyl 2-(4-methyl-2-phenethyl-6-phenylpyrimidin-5-yl)pentanoate (91 mg; 0.235 mmol) in ethanol (1.5 mL), tetrahydrofuran (0.5 mL) and 2N sodium hydroxide solution (1.5 mL; 3.0 mmol) was stirred for 24 h at room temperature. The reaction mixture was concentrated under reduced pressure, diluted with water and acidified with a 6N hydrochloric acid. The suspension was extracted twice with ethyl acetate and the organic layers were washed with water and dried by filtration over a phase separater filter (PS1). The crude material was first purified by flash chromatography on silica gel using a linear gradient of methanol (1-10%) in dichloromethane and then by preparative thick layer chromatography on silica gel eluting with 10% methanol in dichloromethane to give 24 mg (26%) of the title compound as a colorless oil. ESI/APCI(+): 375 (M+H). ESI/APCI(−): 373 (M−H).

Provenance & Evidence