Glycolic Acid → HCID 18447083, compound

Participants

Reaction Steps

Hydroxyacetic acid (32 mg, 0.421 mmol), 1-hydroxybenzotriazole (76 mg, 0.496 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride (95 mg, 0.496 mmol) were added in that order to a suspension of the N-(8-azabicyclo[3.2.1]oct-3-yl)-1H-indazol-5-amine (100 mg, 0.413 mmol) obtained in Example 525 in dimethylformamide (1 ml), and the resulting mixture was stirred at room temperature for 23 hours. The reaction mixture was poured into a saturated aqueous sodium hydrogencarbonate solution to terminate the reaction, and was extracted twice with ethyl acetate. The extract solution was washed with a saturated aqueous sodium chloride solution, dried over sodium sulfate, and then distilled under reduced pressure to remove the solvent, whereby a crude product was obtained. The crude product was purified by a preparative thin-layer chromatography (200×200×0.5 mm, 4 plates, eluent: chloroform/methanol=15/1) to obtain 2-[3-(1H-indazol-5-ylamino)-8-azabicyclo[3.2.1]oct-8-yl]-2-oxoethanol (13 mg, 11%).

Provenance & Evidence