tert-Butyl 4-ethynylpiperidine-1-carboxylate → Tert-butyl 4-[(5-fluoro-6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl)ethynyl]piperidine-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

A solution of 5-fluoro-7-iodo-6-methoxybenzofuran-3(2H)-one (0.0582 g, 0.184 mmol) in triethylamine (3 mL) was added with tert-butyl 4-ethynylpiperidine-1-carboxylate (0.0389 g, 0.184 mmol), dichlorobis(triphenylphosphine)palladium(II) (0.0129 g, 0.0184 mmol) and copper(I) iodide (0.00350 g, 0.0184 mmol), and the mixture was stirred at 50° C. for 4 hours. The reaction mixture was concentrated, and the resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate) to obtain tert-butyl 4-[(5-fluoro-6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl)ethynyl]piperidine-1-carboxylate (0.0502 g, 70%).

Provenance & Evidence