7-iodo-6-methoxybenzofuran-3(2H)-one → Tert-butyl 4-[4-(6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl)but-3-ynyl]piperidine-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

A solution of tert-butyl 4-(but-3-ynyl)piperidine-1-carboxylate (0.370 g, 1.56 mmol) in triethylamine (10 mL) was added with 7-iodo-6-methoxybenzofuran-3(2H)-one (0.452 g, 1.56 mmol) synthesized in Example B46, Step 2, dichlorobis(triphenylphosphine)palladium(II) (0.110 g, 0.156 mmol) and copper(I) iodide (0.0297 g, 0.156 mmol), and the mixture was stirred at 50° C. for 6 hours. The reaction mixture was concentrated, and the resulting residue was purified by silica gel column chromatography (chloroform/ethyl acetate) to obtain tert-butyl 4-[4-(6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl)but-3-ynyl]piperidine-1-carboxylate (0.338 g, 54%).

Provenance & Evidence