2,2,2-Trifluoroethyl trifluoromethanesulfonate → HCID 57741572, compound

Participants

Reaction Steps

Treat a solution of 1-cyclohexyl-3-[3,5-dichloro-4′-(piperazine-1-carbonyl)-biphenyl-4-ylmethyl]-pyrrolidin-2-one (0.182 g, 0.35 mmol) and N,N-diisopropyl ethyl amine (0.32 g, 2.47 mmol) in THF (10 mL) with trifluoromethane sulfonic acid 2,2,2-trifluoroethyl ester (0.41 g, 1.77 mmol) and heat to reflux for 3 hours under N2. Add more N,N-diisopropyl ethyl amine (0.13 g, 1.03 mmol) and trifluoromethane sulfonic acid 2,2,2-trifluoroethyl ester (0.24 g, 1.03 mmol) and continue to heat at reflux for 2 more hours. Cool the reaction to room temperature, dilute with ethyl acetate and wash with saturated sodium bicarbonate then water. Dry the organic layer with sodium sulfate and purify the crude product by reverse phase HPLC to afford 91 mg (43%) of the title compound: MS (m/z): 596 (M+).

Provenance & Evidence