Sodium Carbonate → HCID 57445355, compound

Participants

Reaction Steps

To a solution of 0.64 g of methyl 3-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate in 50 mL of toluene and 50 ml of methanol are added 1.08 g of 4-aminophenylboronic acid hydrochloride and 0.9 ml of triethylamine. The reaction mixture is then stirred under an argon atmosphere for 15 minutes. 144 mg of tetrakis(triphenylphosphine)palladium(0), 0.3 g of lithium chloride, 0.66 g of sodium carbonate and 7.5 mL of distilled water are successively added. The reaction mixture is stirred for 8 hours at reflux. After filtering through Celite®, the filtrate is concentrated under reduced pressure. The residue is purified by column chromatography on silica, eluting with a mixture of ethyl acetate and cyclohexane (7/3 by volume). 400 mg of methyl 3-(4-aminophenyl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylate are obtained in the form of a yellow solid, the characteristics of which are as follows:

Provenance & Evidence