Hydrogen Bromide → HCID 66732450, compound

Participants

Reaction Steps

(2S,4S)-Methyl 2-(3,5-difluorobenzyl)-4-(3-oxo-2,3-dihydroisoxazol-5-yl)piperidine-1-carboxylate (0.249 g, 0.71 mmol) was dissolved in hydrogen bromide (33% in acetic acid, 5.57 mL, 31.80 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-((2S,4S)-2-(3,5-difluorobenzyl)piperidin-4-yl)isoxazol-3(2H)-one (34 mg, 16%). 1H NMR (400 MHz, cd3od) δ 1.70-2.16 (m, 4H), 2.84-3.43 (m, 6H), 5.57 (s, 1H), 6.81-7.02 (m, 3H). HRMS Calculated for [C15H16F2N2O2+H]+: 295.1258. Found: 295.1254

Provenance & Evidence