Dimethyl Sulfoxide → 1-Hexyl-4-methyl-3-nitro-5-methoxycarbonyl-2-pyridone

Participants

Reaction Conditions

Reaction Steps

A mixture of 1-hexyl-5-iodo-4-methyl-3-nitro-2-pyridone (0.500 g, 1.37 mmol), tris(dibenzylideneacetone)dipalladium (0.003 g), diphenylphosphinoferrocene (0.154 g) and potassium acetate (0.565 g) in DMSO (10 ml,) and methanol (10 mL) was stirred and heated at 60° C. under an atmosphere of carbon monoxide for 4 hours. The mixture was diluted with ethyl acetate, washed with aqueous sodium bicarbonate, dried (MgSO4), filtered, and evaporated. Chromatography of the residue over silica gel (30% ethyl acetate/petroleum ether) gave 1-hexyl-4-methyl-3-nitro-5-methoxycarbonyl-2-pyridone (0.305 g, 75%).

Provenance & Evidence