Reaktion #10674

Reaktionsgleichung

Intermediate 130

cis-N-(tert-butoxycarbonyl)-4-[(1-chloro-5-isoquinolyl)oxy]cyclohexylamine

ammonia

→

title compound

cis-N-(tert-butoxycarbonyl)-4-[(1-amino-5-isoquinolyl)oxy]cyclohexylamine

Lösungsmittel

dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was cooled to room temperature
2. 2
   Sonstigethe solvent was evaporated under reduced pressure
3. 3
   workup.ADDITIONThe residue was added with dioxane (6 ml), 2 N aqueous sodium hydroxide (2 ml) and di-t-butyl dicarbonate (655 mg)
4. 4
   workup.STIRRINGstirred at room temperature for 1 hour
5. 5
   SonstigeThe solvent was evaporated under reduced pressure
6. 6
   Sonstigethe residue was purified by silica gel column chromatography (ethyl acetate:methanol=30:1)

Vorschrift

A solution of Intermediate 130 (500 mg) in dioxane (2.5 ml) was added with 28% aqueous ammonia solution (2.5 ml) and stirred at 150° C. for 20 hours in a sealed tube. The reaction mixture was cooled to room temperature, and then the solvent was evaporated under reduced pressure. The residue was added with dioxane (6 ml), 2 N aqueous sodium hydroxide (2 ml) and di-t-butyl dicarbonate (655 mg) and stirred at room temperature for 1 hour. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate:methanol=30:1) to obtain the title compound (95.0 mg).

Quelle