Hydrogen Bromide → HCID 46937644, compound

Participants

Reaction Steps

(2R,4R)-Methyl 2-((4,4-difluorocyclohexyl)methyl)-4-(3-oxo-2,3-dihydroisoxazol-5-yl)-piperidine-1-carboxylate (0.752 g, 2.10 mmol) (from example 89, step 3) was dissolved in hydrogen bromide (33% in acetic acid, 16.54 mL, 94.42 mmol) and the mixture 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-((2R,4R)-2-((4,4-difluorocyclohexyl)methyl)piperidin-4-yl)isoxazol-3(2H)-one (415 mg, 66%). HRMS Calculated for [C15H22F2N2O2+H]+: 301.1728. Found: 301.1741

Provenance & Evidence