Iodine → HCID 18447428, compound

Participants

Reaction Conditions

Reaction Steps

Iodine (599 mg, 2.36 mmol) was added to hexamethyldisilane (864 mg, 5.90 mmol) and the resulting mixture was heated to 70° C. with stirring. When the reaction solution became substantially colorless after violent reaction, it was cooled to room temperature. A solution of the ethyl 3-[(1H-indazol-5-ylamino)methyl]-8-azabicyclo[3.2.1]octane-8-carbamate (386 mg, 1.18 mmol) obtained in Example 541 in dichloroethane (8 ml) was added thereto, and the resulting mixture was stirred at 50° C. for 5 hours. The reaction was terminated by adding methanol (4 ml) under ice-cooling, and then the solvent was distilled off under reduced pressure. Chloroform/aqueous ammonia was added to the residue, followed by extraction with chloroform, and the extract solution was washed with a saturated aqueous sodium chloride solution, dried over sodium sulfate, and then distilled under reduced pressure to remove the solvent, whereby N-(8-azabicyclo[3.2.1]oct-3-ylmethyl)-1H-indazol-5-amine (258 mg, 85%) was obtained.

Provenance & Evidence