Hydrochloric Acid → HCID 136350297, compound

Participants

Reaction Steps

A mixture of tert-butyl 7-bromo-3-(3-phenyl-4-(trifluoromethyl)isoxazol-5-yl)isoxazolo[4,3-c]quinoline-5(4H)-carboxylate (Preparation 77C, 0.030 g, 0.053 mmol) and 6 N aqueous hydrochloric acid (0.107 mL, 0.640 mmol) in THF (5.0 mL) was stirred at room temperature overnight. The reaction mixture was concentrated, dissolved in dichloromethane (3 mL) and treated with TFA (0.5 mL) for 2 h. The reaction mixture was concentrated under vacuum, dissolved in 5 ml dichloromethane and carefully neutralized with 1N NaOH to approx. pH=7, filtered and the filtrate concentrated to give 7-bromo-3-(3-phenyl-4-(trifluoromethyl)isoxazol-5-yl)-4,5-dihydroisoxazolo[4,3-c]quinoline (0.025 g, 0.054 mmol, 100%) as a yellowish solid. The product had an HPLC ret. time=4.43 min. (condition B). LC/MS M+1=463.4 and 465.2.

Provenance & Evidence