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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | N-BOC-ethylenediamine | HCID 187201 | — |
| Edukt | 5-Bromoisoquinoline | HCID 736487 | — |
| Edukt | 2-(Di-tert-butylphosphino)biphenyl | HCID 2734215 | — |
| Edukt | Sodium t-butoxide | HCID 23676156 | — |
| Katalysator | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | N-(tert-butoxycarbonyl)-N'-(5-isoquinolyl)ethylenediamine | HCID 21979917 | 70% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07094789B2 |
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| Quelldatensatz | uspto-grants-2006_08 |
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| ORD ID | ord-236c7339795b45e393f5e303add9f945 |
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| Quellennotiz | uspto-grants-2006_08 |
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