Citric Acid → N-[7-Benzylamino-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidine-3-carbonyl]morpholine

Participants

Reaction Steps

7-Benzylamino-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (0.08 g, 0.18 mmol) obtained in Example 1, step 5 was dissolved in DMF (1 mL), morpholine (0.02 mL, 0.21 mmol), 3-[(3-dimethylamino)propyl]-1-ethylcarbodiimide hydrochloride (0.04 g, 0.21 mmol) and HOBt (0.03 g, 0.21 mmol) were added, and the mixture was stirred at room temperature for 5 hr. 10% Aqueous citric acid solution (1 mL) and water (10 mL) were added to the reaction mixture, and the mixture was stirred at room temperature for 1 hr. The precipitate was collected by filtration, washed with water (20 mL), and purified by silica gel column chromatography (chloroform/methanol=90/10) to give compound a-11 (0.02 g, 18%).

Provenance & Evidence