Pentafluorophenol → HCID 72544690, compound

Participants

Reaction Steps

To a solution of 280 mg of 2-[5-(4-Chloro-phenyl)-2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-ylmethoxy]-2-methyl-propionic acid in 3 ml of DMF, 138 mg of N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (EDC), 133 mg of pentafluorophenol and 392 mg of NEM were added and the reaction mixture was stirred for 2 h at room temperature. Then, 180 mg of 4-Aminomethyl-benzoic acid and 300 mg of NEM in 5 ml of DMF were added. After 16 h, the reaction mixture was diluted with water and 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: 36 mg.

Provenance & Evidence