Water → HCID 69432196, compound

Participants

Reaction Steps

The trans-N-[3-(1H-indazol-5-yloxy)cyclohexyl]-acetamide (0.077 g, 0.28 mmol) obtained in Example 398 was added to a suspension of lithium aluminum hydride (0.040 g, 1.05 mmol) in tetrahydrofuran (5 ml) and stirred for 12 hours with heating under reflux. The resulting solution was cooled on an ice bath, followed by adding dropwise thereto water (0.05 ml), a 2N-aqueous sodium hydroxide solution (0.10 ml) and water (0.15 ml) in that order. Thereafter, the insoluble material was removed by filtration using Celite. The filtrate was purified by a silica gel chromatography (eluent: chloroform/methanol/30%-aqueous ammonia=10/1/0 to 100/10/1) to obtain trans-N-ethyl-3-(1H-indazol-5-yloxy)cyclohexanamine (0.060 g, 83%).

Provenance & Evidence