反应详情

A catalytic amount of N,N-dimethylformamide and a solution of oxalyl dichloride (0.367 g, 2.89 mmol) in methylene chloride (3 ml) were added to a solution of 1-(methylsulfonyl)-4-piperidinecarboxylic acid (500 mg, 2.41 mmol) in methylene chloride (7 ml), and the resulting mixture was stirred at room temperature for three and a half hours. The reaction solution was distilled under reduced pressure to remove the solvent, and a solution of the resulting residue in methylene chloride (5 ml) was added to a solution of 5-aminoindazole (322 mg, 2.42 mmol) and triethylamine (0.67 ml, 4.8 mmol) in methylene chloride (10 ml) at 0° C. and stirred overnight at room temperature. Then, the reaction solution was poured into a saturated aqueous sodium hydrogencarbonate solution and the organic solvent was distilled off under reduced pressure. The solid precipitated was collected by filtration and suspended in methanol, and the resulting suspension was stirred at 50° C., followed by filtration. The solid collected by this filtration was dried under reduced pressure to obtain N-(1H-indazol-5-yl)-1-(methylsulfonyl)-4-piperidinecarboxamide (670 mg, 86%).

1. distillationThe reaction solution was distilled under reduced pressure
2. customto remove the solvent
3. stirringstirred overnight at room temperature
4. distillationthe organic solvent was distilled off under reduced pressure
5. customThe solid precipitated
6. filtrationwas collected by filtration
7. stirringthe resulting suspension was stirred at 50° C.
8. filtrationfollowed by filtration
9. filtrationThe solid collected by this filtration
10. customwas dried under reduced pressure