Potassium Carbonate → 1-(3-Methoxy-2-nitro-phenyl)-4-methyl-2-o-tolyl-1H-imidazole

Participants

Reaction Conditions

Reaction Steps

Intermediate 1D, method D (0.6 g, 1.9 mmol) and O-tolyl phenyl boronic acid (0.56 g, 3.8 mmol) were dissolved in a solution containing 1,4-dioxane (16 mL) and water (4 mL). To this was then added potassium carbonate (0.56 g, 3.8 mmol). Argon was bubbled into the reaction for 3 min and (triphenylphosphine) palladium (0) (0.1 g, 5% mol) added. The reaction was sealed then heated to 115° C. for 16 hrs, poured into water and extracted with ethyl acetate. The organic layer was separated and washed with water then brined, dried over magnesium sulfate and filtered. The solvent was removed under reduced pressure and the crude purified by flash chromatography on silica gel in 10:1 ethyl acetate/methylene chloride. A white solid (0.5 g) was recovered. MS (ES) m/z 324.1 [M+1]+

Provenance & Evidence