Pyrrolidine → HCID 67119030, compound

Participants

Reaction Steps

Pyrrolidine (0.525 ml, 6.29 mmol) and tetrakis(triphenylphosphine)palladium (0) (41 mg, 0.035 mmol) were added to a solution of tert-butyl 2-(allyloxy)-6-{[(4′-{[(allyloxy)carbonyl]methyl}-2-chloro-1,1′-biphenyl-4-yl)oxy]methyl}-3-(trifluoromethyl)benzoate (960 mg, 1.56 mmol) obtained in Example (13-4) in a mixture of 1,4-dioxane (9.5 ml) and water (0.5 ml), and the mixture was stirred at room temperature for 3 hours. After water was poured into the reaction mixture and the mixture was extracted with ethyl acetate (three times), the organic layer was successively washed with water and a saturated aqueous NaCl solution and dried with anhydrous sodium sulfate. The residue obtained by removing the solvent under reduced pressure was purified by silica gel column chromatography (eluting solvent: n-hexane/ethyl acetate=75/25-40/60) to give the title compound as a white powder (446 mg, yield: 74%).

Provenance & Evidence