Trifluoroacetic acid → HCID 67776832, compound

Participants

Reaction Steps

A mixture of 2-ethylhexyl 3-{[2-{[(3-{[(2S)-2-(acetylamino)propyl]oxy}isoxazol-5-yl)carbonyl]amino}-5-(cyclopropylmethoxy)phenyl]sulfanyl}propanoate (935 mg), sodium ethoxide (20% ethanol solution, 1.08 g) and THF (10 mL) was stirred at room temperature for 30 min. To the reaction mixture was added trifluoroacetic acid (0.611 mL) at 0° C., and the obtained mixture was stirred at 70° C. overnight. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate), and recrystallized (ethyl acetate) to give the title compound as white crystals (71.6 mg).

Provenance & Evidence