Water → 3-(2,4-Dimethylphenyl)-1-methyl-5-nitropyridin-2(1H)-one

Participants

Reaction Conditions

Reaction Steps

A mixture containing 0.40 g (1.72 mmol) of 3-bromo-1-methyl-5-nitropyridin-2(1H)-one, 0.39 g (2.60 mmol) of 2,4-dimethylphenyl boronic acid, 0.70 g (5.06 mmol) of potassium carbonate, 0.31 ml (17.22 mmol) of water, and 0.99 g (0.86 mmol) of tetrakis(triphenylphosphine)palladium(0) in 80 ml of dioxane was heated to 90° C. under a nitrogen atm. overnight. The reaction was cooled to room temperature, diluted with ethyl acetate and washed with saturated sodium bicarbonate. The organic phase was dried over magnesium sulfate. Filtration, removal of solvent and purification of the residue via biotage eluting with 60% ethyl acetate/hexanes gave 0.37 g (82.55%) of product.

Provenance & Evidence