Hydrogen Bromide → HCID 68498399, compound

Participants

Reaction Steps

Trans-methyl 4-(3-oxo-2,3-dihydroisoxazol-5-yl)-2-(3,4,5-trifluorophenyl)piperidine-1-carboxylate (53.4 mg, 0.15 mmol) was dissolved in hydrogen bromide (33% in acetic acid, 1.18 mL, 6.75 mmol) and the mixture was stirred at room temperature overnight. The solvent was evaporated and the residue purified by preparative HPLC (Instrument: FractionLynx II, Mobilphase: gradient 5-95% MeCN in 0.2% NH3, pH 10, Column: Xbridge Prep C18 5 μm OBD 19*150 mm) to yield 5-(trans-2-(3,4,5-trifluorophenyl)piperidin-4-yl)isoxazol-3(2H)-one (11 mg, 25%). 1H NMR (600 MHz, dmso) δ 1.72-1.88 (m, 3H), 1.97-2.04 (m, 1H), 2.61-2.69 (m, 1H), 2.76-2.83 (m, 1H), 3.06-3.11 (m, 1H), 3.69-3.75 (m, 1H), 5.98 (s, 1H), 7.28-7.36 (m, 2H). HRMS Calculated for [C14H13F3N2O2+H]+: 299.1007. Found: 299.1031

Provenance & Evidence