Sodium Hydroxide → HCID 136149956, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 150 mg of acetic acid 5-[3-fluoro-4-(5-oxo-4,5-dihydro-[1,2,4]oxadiazol-3-yl)-phenoxymethyl]-2-(4-trifluoromethyl-phenyl)-thiazol-4-ylmethyl ester in 5 mL of methanol at 0° C. was dropwise added 0.29 mL of a 1 molar aqueous solution of sodium hydroxide. After stirring for 15 minutes at 10° C., the reaction mixture was concentrated under reduced pressure. Ethyl acetate/a 1 molar aqueous solution of sodium hydrogenphosphate was added. The organic layer was separated and the aqueous layer extracted three times with ethyl acetate. The combined organic extracts were dried over magnesium sulfate, filtered, and concentrated under reduced pressure to give 110 mg of 3-{2-fluoro-4-[4-hydroxymethyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-phenyl}-4H-[1,2,4]oxadiazol-5-one as a yellowish solid.

Provenance & Evidence