Hydrogen Bromide → HCID 66732445, compound

Participants

Reaction Steps

Trans-methyl 2-(4-(methylsulfonyl)benzyl)-4-(3-oxo-2,3-dihydroisoxazol-5-yl)piperidine-1-carboxylate (185 mg, 0.47 mmol) was dissolved in HBr (33% in acetic acid, 4 mL, 22.84 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-(4-(methylsulfonyl)benzyl)piperidin-4-yl)isoxazol-3(2H)-one (161 mg, 102%). 1H NMR (600 MHz, dmso) δ 1.65-1.97 (m, 4H), 2.34-2.63 (omitted signals), 2.80-3.15 (m, 5H), 3.18 (s, 3H), 5.84 (s, 1H), 7.51 (d, 2H), 7.87 (d, 2H). HRMS Calcd for [C16H20N2O4S+H]+: 337.1222. Found: 337.1236

Provenance & Evidence