Propanoic acid, 2-bromo-2-methyl-, ethyl ester → HCID 89907034, compound

Participants

Reaction Steps

To a solution of 500 mg of [5-(4-Chloro-phenyl)-2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-methanol in 6 ml of DMF were added 264 mg of sodium hydride (60% in mineral oil) at room temperature. After 15 min 449 mg of tetrabutylammonium iodide and 1.0 g of 2-Bromo-2-methyl-propionic acid ethyl ester were added and the reaction mixture was stirred for 16 h at room temperature. After dilution with saturated aqueous sodium hydrogen carbonate solution, the reaction mixture was filtered through a chem Elut® cartridge by eluting with ethyl acetate The solvents were removed under reduced pressure and the crude product was purified by chromatography on silica gel eluting with a gradient of n-heptane/ethyl acetate. The fractions containing the product were combined and the solvent evaporated under reduced pressure. Yield: 400 mg.

Provenance & Evidence