Trifluoroacetic acid → HCID 57657992, compound

Participants

Reaction Steps

Treat a mixture of 3-[4-(tert-butyl-diphenyl-silanyloxy)-piperidin-1-yl]-1-[3,5-dichloro-4′-(4-trifluoromethyl-piperidine-1-carbonyl)-biphenyl-4-ylmethyl]-pyrrolidin-2-one (0.25 g, 0.299 mmol) in THF (10 mL) and water (5 mL) with trifluoroacetic acid (5 mL), heat to reflux, and stir for 4 hours under N2. Cool the reaction and basify with 5N NaOH. Dilute the mixture with ethyl acetate and wash with water. Dry the organic layer (Na2SO4) and remove the solvent in vacuo to afford crude product. Purify with a 5 to 10% methanol in CH2Cl2 gradient to afford 0.078 g (44%) of the titled product. Rf=0.34 (9/1 CH2Cl2/methanol). ES MS (m/z): 598 (M+).

Provenance & Evidence