Methyl iodide → HCID 67168450, compound

Participants

Reaction Steps

Iodomethane (0.020 mL, 0.325 mmol) was slowly added to a stirred mixture of 7-bromo-3-(3-phenyl-4-(trifluoromethyl)isoxazol-5-yl)-4,5-dihydroisoxazolo[4,3-c]quinoline (Preparation 77D, 0.050 g, 0.108 mmol) and sodium hydride (2.60 mg, 0.108 mmol) in THF (5.0 mL) at room temperature. The reaction mixture was stirred at room temperature overnight. The reaction mixture was quenched with 1 N aqueous hydrochloric acid (10 mL) and extracted with ethyl acetate (3×25 mL). The ethyl acetate extract was dried over sodium sulfate and concentrated to give 7-bromo-5-methyl-3-(3-phenyl-4-(trifluoromethyl)isoxazol-5-yl)-4,5-dihydroisoxazolo[4,3-c]quinoline (0.041 g, 0.084 mmol, 78%) as an orange solid. The product had an HPLC ret. time=4.45 min. (condition B). LC/MS M+1 478.0.

Provenance & Evidence