Pyridine → HCID 68083398, compound

Participants

Reaction Steps

A mixture of methyl 2-oxo-1,2-dihydropyridine-4-carboxylate 89-1 (153 mg, 1.00 mmol), (3-fluorophenyl)boronic acid 6-6 (280 mg, 2.00 mmol), Cu(OAc)2 (36 mg, 0.2 mmol), molecular sieves (4 Å, activated, 200 mg), pyridine (162 μL, 2.0 mmol) and TEMPO (2,2,6,6-tetramethyl-1-piperidinyloxy, free radical, 172 mg, 1.1 mmol) in DCM (2.0 mL) was stirred at room temperature under dry air. The mixture was then filtered through celite (washed with ethyl acetate); and the filtrate was washed with 5% ammonia solution, dried with Na2SO4 and concentrated with rotavap. The residue was subjected to silica gel column chromatography with 1:3 ethyl acetate/DCM as eluent to give methyl 1-(3-fluorophenyl)-2-oxo-1,2-dihydropyridine-4-carboxylate as a solid 89-2.

Provenance & Evidence