Triethylamine → HCID 17838189, compound

Participants

Reaction Steps

To a solution of 1H-indazole-5-carboxylic acid (400 mg, 2.47 mmol) in N,N-dimethylformamide (8 ml) were added 1-benzylpiperazine (435 mg 2.47 mmol), 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide monohydrochloride (565 mg, 2.96 mmol), hydroxybenzotriazole (367 mg, 2.72 mmol) and triethylamine (0.56 ml, 3.95 mmol), and the resulting mixture was stirred overnight at room temperature. Then, a 10% aqueous potassium hydrogensulfate solution was added to the reaction solution, followed by extraction with chloroform. A 1N-aqueous sodium hydroxide solution was added to the aqueous layer, followed by extraction with chloroform. The combined organic layer was washed with a saturated aqueous sodium chloride solution and then 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: chloroform/methanol=20/1) to obtain 5-[(4-benzyl-1-piperazinyl)carbonyl]-1H-indazole (624 mg, 79%).

Provenance & Evidence