Ethyl Acetate → HCID 23081198, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of tert-butyl 4-piperidin-4-ylpiperazine-1-carboxylate (1.5 g, 5.67 mmol), 4-(trifluoromethoxy)bromobenzene (3.36 g, 13.92 mmol), palladium acetate (25 mg, 0.11 mmol), BINAP (87 mg, 0.14 mmol), and sodium tert-butoxide (1.07 g, 11.14 mmol) in toluene (20 ml) was stirred at 80° C. under a nitrogen atmosphere for 8 hours. The reaction mixture was allowed to return to room temperature, to which ethyl acetate (10 ml) and brine (20 ml) were added, and the mixture was filtered. The organic layer was separated, and dried over sodium sulfate. After filtration, the filtrate was concentrated, and the residue was purified by silica gel column chromatography (methylene chloride/methanol=20/1) to afford tert-butyl 4-[1-(4-trifluoromethoxyphenyl)piperidin-4-yl]piperazine-1-carboxylate (1.01 g, 42%) as a yellow powder.

Provenance & Evidence