Citric Acid → HCID 23157411, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of ethyl 3-[4-({4-[(3,5-di-tert-butyl-1H-pyrazol-1-yl)methyl]benzyl}amino)-2-fluorophenyl]propanoate (0.96 g, 1.9 mmol) in a mixture of methanol (8 mL) and tetrahydrofuran (8 mL) was added 1 M aqueous sodium hydroxide solution (4.0 mL), and the mixture was stirred at 60° C. for 2 hr. Water was added to the reaction mixture, and the mixture was weakly acidified with 10% aqueous citric acid solution and extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (60% ethyl acetate/hexane), and recrystallized from ethyl acetate-hexane to give the title compound (0.77 g, yield 89%) as colorless crystals.

Provenance & Evidence