HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 317Erstellt: 23. Oktober 2026
Piperazine → 4-Chloro-2-(piperazin-1-yl)benzonitrile
https://huagongshe.com/de/reaction/317
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Piperazine | HCID 4837 | — |
| Edukt | 2-Bromo-4-chlorobenzonitrile | HCID 23498524 | — |
| Reagenz | Cesium carbonate | HCID 10796 | — |
| Katalysator | Binap, (A+-)- | HCID 634876 | — |
| Katalysator | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 4-Chloro-2-(piperazin-1-yl)benzonitrile | HCID 17929238 | 0% |
Reaktionsschritte
Tris(dibenzylideneacetone)dipalladium (0) (43.4 mg, 0.05 mmol) and rac-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (59.0 mg, 0.09 mmol) were added to a mixture of 2-bromo-4-chlorobenzonitrile (205 mg, 0.95 mmol), Cesium carbonate (463 mg, 1.42 mmol) and Piperazine (163 mg, 1.89 mmol) in dioxane (3 mL). Reaction vessel was placed in an oil bath set to 90 °C 2.45pm. LCMS o/n shows large product peak (222). Cooled, filtered through a silica plug, washing with EtOAc until filtrate is clear. Crude NMR is very messy, target deprioritized. Discarded.
Herkunft & Nachweise
| Quelldatensatz | 750 AstraZeneca ELN dataset |
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| ORD ID | ord-124e8e40d3e54042af531dbb1d8d85d1 |
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| Quellennotiz | 750 AstraZeneca ELN dataset |
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