Potassium Acetate → 3-[4-(4-Methyl-piperazin-1-yl)-phenyl]-9H-dipyrido[2,3-b;4',3'-d]pyrrole-6-carboxylic acid methyl ester

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Reaction Steps

3-Bromo-9H-dipyrido[2,3-b;4′,3′-d]pyrrole-6-carboxylic acid methyl ester (100 mg, 0.327 mmol), 4-(4-methylpiperazin-1-yl)phenylboronic acid, pinacol ester (104 mg, 0.343 mmol) and bis(triphenylphosphine)palladium(II) dichloride (11.5 mg, 0.016 mmol) were suspended in acetonitrile (1.8 mL) and 1N aqueous potassium acetate solution (1.8 mL) and heated under microwave irradiation at 140° C. for 30 minutes. The cooled reaction mixture was diluted with saturated sodium bicarbonate solution and DCM, and the solid removed by filtration. The layers of the resultant filtrate were separated and the aqueous phase was further extracted with DCM. The combined organic phase was dried over sodium sulfate, filtered and concentrated in vacuo. The resultant residue was purified by flash chromatography (silica, 0-20% (MeOH containing 1% triethylamine) in DCM).

Provenance & Evidence