Ammonium Chloride → 3-(3-Fluoro-4-hydroxy-benzoylamino)-propionic acid ethyl ester

Participants

Reaction Steps

Combine 3-Fluoro-4-hydroxy-benzoic acid (1.0 g, 6.4 mmol), PyBOP (4.0 g, 7.69 mmol), 3-amino-propionic acid ethyl ester hydrochloride (1.47 g, 9.6 mmol) and ethyl-diisopropyl-amine (4.55 mL, 25.6 mmol) in N,N-dimethyl-formamide (20 mL). Stir for sixty-six hours at room temperature. Dilute reaction with ethyl acetate and water. Wash organic layer with saturated solution of ammonium chloride and water. Extract combined aqueous fraction with ethyl acetate. Wash combined organic fractions with saturated sodium chloride solution. Dry organic fraction with Na2SO4, filter and concentrate under reduced pressure. Purify on silica gel chromatography (20-80% Ethyl acetate/hexanes gradient) to provide 1.24 g of title compound (76%).

Provenance & Evidence