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HRID 10511Erstellt: 25. Oktober 2026

N-(tert-Butoxycarbonyl)-1,5-diaminopentane → N-(tert-butoxycarbonyl)-N'-(5-isoquinolyl)-pentamethylenediamine

https://huagongshe.com/reaction/10511

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN-(tert-Butoxycarbonyl)-1,5-diaminopentaneHCID 4352—
Edukt5-BromoisoquinolineHCID 736487—
Edukt2-(Di-tert-butylphosphino)biphenylHCID 2734215—
EduktSodium t-butoxideHCID 23676156—
LösungsmittelTolueneHCID 1140—
ProduktN-(tert-butoxycarbonyl)-N'-(5-isoquinolyl)-pentamethylenediamineHCID 2197990684,3%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

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).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07094789B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-600f4b91275841b0837efb247cf9997c
Quellennotizuspto-grants-2006_08