Reaktion #10607

Reaktionsgleichung

5-bromoisoquinoline

2-(di-tert-butylphosphino)biphenyl

N-(5-aminopentyl)carbamic acid tert-butyl ester

sodium tert-butoxide

→

title compound

Ausbeute 84.3%

N-(tert-butoxycarbonyl)-N′-(5-isoquinolyl)-pentamethylenediamine

Ausbeute 84.3%

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 (245 mg), tris(dibenzylideneacetone)palladium(0) (56 mg), 2-(di-tert-butylphosphino)biphenyl (69 mg), N-(5-aminopentyl)carbamic acid tert-butyl ester (282 mg, Tokyo Kasei Kogyo) and sodium tert-butoxide (160 mg) in toluene was stirred with heating at 70° C. for 4.5 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 (327 mg).

Quelle