Potassium Iodide → 2-Methyl-2-{[4-(4-trifluoromethyl-benzyloxy)-benzo[b]thiophene-5-carbonyl]-amino}-propionic acid tert-butyl ester

Participants

Reaction Conditions

Reaction Steps

80 mg 2-[(4-Hydroxy-benzo[b]thiophene-5-carbonyl)-amino]-2-methyl-propionic acid tert-butyl ester, 90 mg cesium carbonate, 55 mg of 1-bromomethyl-4-trifluoromethyl-benzene and 8 mg potassium iodide were dissolved in 1 ml of N,N-dimethylformamide and stirred for 1 h at 60° C. 10 ml of ethyl acetate and 10 ml of brine were added to the reaction. The organic layer was separated and washed again with 10 ml of brine. It was then dried over sodium sulphate, filtered and concentrated in vacuo. The resulting residue was purified by flash chromatography (silica, heptane/ethyl acetate) to afford 113 mg of 2-methyl-2-{[4-(4-trifluoromethyl-benzyloxy)-benzo[b]thiophene-5-carbonyl]-amino}-propionic acid tert-butyl ester

Provenance & Evidence