147539-53-5 → HCID 71278755, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 7-iodo-6-methoxybenzofuran-3(2H)-one (0.290 g, 1.00 mmol) synthesized in Example B46, Step 2, dichlorobis(triphenylphosphine)palladium(II) (0.0702 g, 0.100 mmol) and copper(I) iodide (0.0190 g, 0.100 mmol) in triethylamine (4 mL) was added with a solution of tert-butyl 4-(2-methylbut-3-yn-2-yl)piperazine-1-carboxylate (Journal of Medicinal Chemistry, Vol. 47, p. 2833, 2004, 0.252 g, 1.00 mmol) in triethylamine (4 mL), and the mixture was stirred at 50° C. for 7.5 hours. The reaction mixture was concentrated, and the resulting residue was purified by silica gel column chromatography (chloroform/methanol) to obtain tert-butyl 4-[4-(6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl)-2-methylbut-3-yn-2-yl]piperazine-1-carboxylate (0.126 g, 30%).

Provenance & Evidence