Reaktion #10615

Reaktionsgleichung

5-bromoisoquinoline

2-(di-tert-butylphosphino)biphenyl

Intermediate 38

cis-4-(N-tert-butoxycarbonylamino)cyclohexylamine

sodium tert-butoxide

→

title compound

Ausbeute 77.1%

cis-N-(tert-butoxycarbonyl)-N′-(5-isoquinolyl)-1,4-cyclohexanediamine

Ausbeute 77.1%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was cooled to room temperature
2. 2
   Sonstigepurified by silica gel column chromatography (n-hexane:ethyl acetate=1:1)

Vorschrift

Under nitrogen atmosphere, a suspension of 5-bromoisoquinoline (253 mg), tris(dibenzylideneacetone)palladium(0) (58 mg), 2-(di-tert-butylphosphino)biphenyl (74 mg), Intermediate 38 (311 mg) and sodium tert-butoxide (165 mg) in toluene was stirred with heating at 70° C. for 3 hours. The reaction mixture was cooled to room temperature and purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1) to obtain the title compound (320 mg).

Quelle