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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 10505Erstellt: 24. Oktober 2026

N-BOC-ethylenediamine → N-(tert-butoxycarbonyl)-N'-(5-isoquinolyl)ethylenediamine

https://huagongshe.com/de/reaction/10505

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN-BOC-ethylenediamineHCID 187201—
Edukt5-BromoisoquinolineHCID 736487—
Edukt2-(Di-tert-butylphosphino)biphenylHCID 2734215—
EduktSodium t-butoxideHCID 23676156—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelTolueneHCID 1140—
LösungsmittelEthyl AcetateHCID 8857—
ProduktN-(tert-butoxycarbonyl)-N'-(5-isoquinolyl)ethylenediamineHCID 2197991770%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

Under nitrogen atmosphere, a suspension of 5-bromoisoquinoline (416 mg, Spex), tris(dibenzylideneacetone)dipalladium(0) (92 mg), 2-(di-tert-butylphosphino)biphenyl (119 mg), N-(2-aminoethyl)carbamic acid tert-butyl ester (385 mg) and sodium tert-butoxide (269 mg) in toluene (5 ml) was stirred with heating at 80° C. for 2 hours. The reaction mixture was cooled to room temperature and added with ethyl acetate (5 ml). The insoluble matters were removed by filtration through Celite. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=2:1) to obtain the title compound (402 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07094789B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-236c7339795b45e393f5e303add9f945
Quellennotizuspto-grants-2006_08