Phenol → HCID 23115993, compound

Participants

Reaction Steps

Palladium acetate (35 mg, 0.31 mmol), bis(diphenylphosphino)ferrocene (170 mg, 1.54 mmol), phenol (1.5 ml, 17.1 mmol), triethylamine (0.5 ml, 3.6 mmol) were added in that order to a toluene solution (1.0 ml) of 2-(1-t-butoxycarbonylpiperidin-4-yloxy)-5-bromopyridine (550 mg, 1.54 mmol), and stirred in a carbon monoxide atmosphere under normal pressure at 100° C. for 14 hours. The reaction mixture was cooled to room temperature, an aqueous saturated sodium bicarbonate solution was added thereto and extracted with ethyl acetate. The organic layer was washed with saturated saline solution, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified through silica gel column chromatography (C-200, hexane:ethyl acetate=7:3) to obtain the entitled compound (589 mg, 96%).

Provenance & Evidence