Triphenylphosphine → HCID 58456714, compound

Participants

Reaction Steps

tert-Butyl 4-(3,5-difluoro-4-hydroxyphenyl)-4-fluoropiperidine-1-carboxylate D1g in dichloromethane (1 mL) is added to a mixture of triphenylphosphine (48 mg, 0.2 mmol) and diethyl azodicarboxylate (30 mg, 0.2 mmol) in dichloromethane (2 mL), followed by 1-((3-(trifluoromethyl)-1,2,4-oxadiazol-5-yl)methyl)piperidin-4-ol D1b (40 mg, 0.15 mmol). The mixture is stirred at room temperature overnight. Concentration and flash chromatography purification (hexanes/ethyl acetate gradient) yields tert-butyl 4-(3,5-difluoro-4-((1-((3-(trifluoromethyl)-1,2,4-oxadiazol-5-yl)methyl)piperidin-4-yl)oxy)phenyl)-4-hydroxypiperidine-1-carboxylate D1h as an oil. 19F-NMR (376 MHz, CDCl3) δ=−65.96 (3F), −126.00 (2F). LCMS calcd. for C25H32F5N4O5+ ([M+H]+): 563.2, found: 562.7.

Provenance & Evidence