反应详情

Lithium borohydride (10.0 mg, 0.459 mmol) was added to a solution of the methyl 4-[(1H-indazol-5-ylcarbonyl)amino]cyclohexanecarboxylate (30.0 mg, 0.0951 mmol) obtained in Example 186 in tetrahydrofuran (3.0 ml) at room temperature, and the resulting mixture was stirred for 2 hours with heating under reflux while maintaining the temperature. A 1N aqueous sodium hydroxide solution (0.8 ml) was added to the reaction solution, and the resulting mixture was stirred while being maintained at room temperature, and then was concentrated to dryness. The resulting crude product residue was stirred in methanol (3.0 ml) for another 1 hour with heating under reflux while maintaining the temperature. The resulting mixture was concentrated to dryness and purified by a silica gel column chromatography (eluent: chloroform/methanol=20/1) to obtain N-(4-hydroxymethylcyclohexyl)-1H-indazole-5-carboxamide (23.5 mg, 91%).

1. temperaturewith heating
2. temperatureunder reflux
3. temperaturewhile maintaining the temperature
4. stirringthe resulting mixture was stirred
5. concentrationwas concentrated to dryness
6. stirringThe resulting crude product residue was stirred in methanol (3.0 ml) for another 1 hour
7. temperaturewith heating
8. temperatureunder reflux
9. temperaturewhile maintaining the temperature
10. concentrationThe resulting mixture was concentrated to dryness
11. custompurified by a silica gel column chromatography (eluent: chloroform/methanol=20/1)