Dimethylamine → HCID 22933419, compound

Participants

Reaction Steps

To a solution of 2-(1H-indazol-5-ylamino)benzoic acid (80 mg, 0.316 mmol) in N,N-dimethylformamide (0.5 ml) were added 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide monohydrochloride (73 mg, 0.379 mmol), hydroxybenzotriazole (58 mg, 0.379 mmol) and a 40%-aqueous dimethylamine solution (107 mg, 0.948 mmol), and the resulting mixture was stirred at room temperature for 4 hours. Then, a 5%-aqueous sodium hydrogencarbonate solution was added to the reaction solution, followed by extraction with a mixed solvent of ethyl acetate and toluene. The organic layer was washed with a 5%-aqueous sodium hydrogencarbonate solution and then a 5%-aqueous sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the resulting residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate/methanol=1/1/0.05) to obtain 2-(1H-indazol-5-ylamino)-N,N-dimethylbenzamide (59 mg, 67%).

Provenance & Evidence