Water → HCID 18447350, compound

Participants

Reaction Conditions

Reaction Steps

A solution of the N-[1-(cyclohexylcarbonyl)-4-piperidinyl]-1H-indazol-5-amine (0.301 g, 0.92 mmol) obtained in Example 18 in tetrahydrofuran (2 ml) was added to a solution of lithium aluminum hydride (0.071 g, 1.88 mmol) in tetrahydrofuran (2 ml) at 0° C. and stirred at 0° C. for 1 hour. The reaction solution was cooled on an ice-water bath, followed by adding thereto water (0.07 ml), a 2N-aqueous sodium hydroxide solution (0.14 ml) and water (0.21 ml) in that order. The resulting mixture was stirred and then filtered by the use of Celite. Then, the filtrate was poured into a 1N-aqueous sodium hydroxide solution and extracted with ethyl acetate. The 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 suspended in ethyl acetate and stirred. Thereafter, the solid was collected by filtration and dried under reduced pressure to obtain N-[1-(cyclohexylmethyl)-4-piperidinyl]-1H-indazol-5-amine (0.121 g, 73%).

Provenance & Evidence