Hydrogen Bromide → HCID 66732155, compound

Participants

Reaction Steps

Trans-methyl 4-(3-oxo-2,3-dihydroisoxazol-5-yl)-2-(6-(trifluoromethyl)pyridin-3-yl)-piperidine-1-carboxylate (60 mg, 0.16 mmol) was dissolved in hydrogen bromide (33% in acetic acid, 1.27 mL, 7.27 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-(6-(trifluoromethyl)pyridin-3-yl)piperidin-4-yl)isoxazol-3(2H)-one (11.4 mg, 23%), 1H NMR (400 MHz, dmso) δ 1.77-1.99 (m, 3H), 2.06-2.16 (m, 1H), 2.69-2.80 (m, 1H), 2.83-2.94 (m, 1H), 3.07-3.59 (m, 1H), 3.94 (d, 1H), 6.03 (s, 1H), 7.86 (d, 1H), 8.08 (d, 1H), 8.78 (s, 1H). HRMS Calculated for [C14H14F3N3O2+H]+: 314.1116. Found: 314.1122

Provenance & Evidence