Sodium hydride → HCID 72544463, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 80 mg of [5-(2,4-Dichloro-phenyl)-2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-methanol in 2 ml of DMF were added 38 mg of sodium hydride (60% in mineral oil) at room temperature. After 15 min, 71 mg of tetrabutylammonium iodide and 83 mg of 4-(2-Bromo-propionylamino)-benzoic acid methyl ester were added and the reaction mixture was heated to 80° C. for 8 h. After cooling to room temperature and dilution with 1 M aqueous hydrochloric acid the reaction mixture was filtered through a chem Elut® cartridge by eluting with ethyl acetate. The solvents were removed under reduced pressure and the residue was purified by preparative HPLC (C18 reverse phase column, elution with a water/MeCN gradient with 0.1% TFA). The fractions containing the product were evaporated and lyophilized to yield a white solid. Yield: 2 mg.

Provenance & Evidence