Iodine → HCID 18447426, compound

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Reaction Steps

A solution of iodine (0.488 g, 1.92 mmol) in hexamethyldisilane (0.560 g, 3.83 mmol) was heated at 110° C. and stirred until the purple solution became colorless. The solution was cooled to room temperature, followed by adding thereto a solution of the ethyl 3-(1H-indazol-5-ylamino)-8-azabicyclo[3.2.1]octane-8-carboxylate (0.200 g, 0.637 mmol) obtained in Example 14 in 1,2-dichloroethane (6 ml), and the resulting mixture was heated at 50° C. and stirred for 7 hours. The mixture was cooled to room temperature and methanol was added thereto to quench the mixture. Then, the solvent was distilled off under reduced pressure and a 1N-aqueous sodium hydroxide solution was added to the residue. The solvent was distilled off under reduced pressure and the residue was dried up and then purified by a silica gel chromatography (eluent: chloroform/methanol/30%-aqueous ammonia=100/10/1) to obtain N-(8-azabicyclo[3.2.1]oct-3-yl)-1H-indazol-5-amine (0.0893 g, 58%).

Provenance & Evidence