Triethylamine → HCID 66696816, compound

Participants

Reaction Steps

To a solution of 3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]-1,2,4-oxadiazole-5-carboxamide (11 g, 28.6 mmol) and triethylamine (12.74 ml, 91 mmol) in THF (95 ml) was added trifluoroacetic anhydride (6.05 mL, 42.8 mmol) dropwise at 0° C. The mixture was warmed to RT and stirred for a further 30 min. The solvent was evaporated and the residue was diluted with Et2O (50 mL) then with dilute NaHCO3 solution (100 mL). The aqueous layer was extracted with Et2O (3×100 mL). The combined organic fractions were dried over Na2SO4 and the solvent was evaporated under reduced pressure. Purification by Combiflash chromatography (SiO2-120 g, gradient elution of 10-30% EtOAc/hexanes over 25 min) afforded the title compound.

Provenance & Evidence