Hydrogen Bromide → HCID 66732456, compound

Participants

Reaction Steps

Trans-methyl 2-(4-fluorophenyl)-4-(3-oxo-2,3-dihydroisoxazol-5-yl)piperidine-1-carboxylate (0.3 g, 0.94 mmol) was dissolved in hydrogen bromide (33% in acetic acid, 6 mL, 34.26 mmol) and the solution stirred at room temperature overnight. The solvent was evaporated and the residue was purified by preparative HPLC (Instrument: Agilent, Mobilphase: gradient 5-95% MeCN in 0.2% NH3, pH10, Column: Xbridge Prep C18 5 μm OBD 19*150 mm) 5-(Trans-2-(4-fluorophenyl)piperidin-4-yl)isoxazol-3(2H)-one (54 mg, 22%) was isolated. 1H NMR (400 MHz, dmso) δ 1.75-2.10 (m, 4H), 2.67-2.77 (m, 1H), 2.80-2.89 (m, 1H), 3.11-3.18 (m, 1H), 3.70 (d, 1H), 5.94 (s, 1H), 7.07-7.15 (m, 2H), 7.36-7.43 (m, 2H). HRMS Calculated for [C14H15FN2O2+H]+: 263.1196. Found: 263.1201

Provenance & Evidence