Ethanol → HCID 67170078, compound

Participants

Reaction Steps

Methyl 1-amino-3-(3-(5-phenyl-4-(trifluoromethyl)isoxazol-3-yl)-4,5-dihydronaphtho[1,2-c]isoxazol-7-yl)cyclopentanecarboxylate (Preparation 121F, 160 mg, 0.306 mmol) was mixed with EtOH (2 mL), dichloromethane (1 mL) and sodium borohydride (57.8 mg, 1.528 mmol). The mixture was stirred at room temperature overnight. Next, 2N aqueous sodium hydroxide solution (5 mL) was added. The mixture was stirred at 40° C. for 30 min. and cooled. Water (10 mL) was added. The mixture was extracted with EtOAc (10 mL, 2×5 mL). The combined ethyl acetate extracts were dried (sodium sulfate) and concentrated under reduced pressure to give a (1-amino-3-(3-(5-phenyl-4-(trifluoromethyl)isoxazol-3-yl)-4,5-dihydronaphtho[1,2-c]isoxazol-7-yl)cyclopentyl)methanol (151 mg, 0.305 mmol, 100% yield) as a foam solid.

Provenance & Evidence