Trifluoroacetic acid → (3-(3-phenyl-4-(trifluoromethyl)isoxazol-5-yl)-4H-chromeno[3,4-d]isoxazol-7-yl)methanol

Participants

Reaction Conditions

Reaction Steps

To a solution of (9b-morpholino-3-(3-phenyl-4-(trifluoromethyl)isoxazol-5-yl)-4,9b-dihydro-3aH-chromeno[3,4-d]isoxazol-7-yl)methanol (Preparation 60G 0.070 g, 0.140 mmol) in dichloroethane (1.0 mL) at room temperature was added TFA (0.016 mL, 0.209 mmol). The reaction mixture was heated at 80° C. for 60 min. The reaction mixture was diluted with dichloromethane, washed with a saturated aqueous solution of sodium bicarbonate, and dried over anhydrous sodium sulfate. Concentration under reduced pressure afforded a pale yellow solid which was triturated with methanol with sonication and dried to give (3-(3-phenyl-4-(trifluoromethyl)isoxazol-5-yl)-4H-chromeno[3,4-d]isoxazol-7-yl)methanol (0.027 g, 0.065 mmol, 47% yield) as a white solid. The product had an HPLC ret. time=3.18 min.−Column: Chromolith SpeedROD 4.6×50 mm (4 min.); Solvent A=10% MeOH, 90% H2O, 0.1% TFA; Solvent B=90% MeOH, 10% H2O, 0.1% TFA. LC/MS M+1=414.9.

Provenance & Evidence