Hydrogen Bromide → HCID 66732491, compound

Participants

Reaction Steps

Trans-methyl 2-(2,5-difluorobenzyl)-4-(3-oxo-2,3-dihydroisoxazol-5-yl)piperidine-1-carboxylate (148 mg, 0.42 mmol) was dissolved in hydrogen bromide (33% in acetic acid, 3 mL, 17.13 mmol) and the solution stirred at room temperature overnight. The solvent was evaporated and the residue was 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-(2,5-difluorobenzyl)piperidin-4-yl)isoxazol-3(2H)-one (54.7 mg, 44%). 1H NMR (400 MHz, cd3od) δ 1.90-2.00 (m, 1H), 2.10-2.25 (m, 3H), 3.05 (d, 2H), 3.09-3.19 (m, 1H), 3.34-3.45 (m, 2H), 3.51-3.61 (m, 1H), 5.81 (d, 1H), 7.02-7.21 (m, 3H). HRMS Calculated for [C15H16F2N2O2+H]+: 295.1258. Found: 295.1278

Provenance & Evidence