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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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPiperazineHCID 4837—
Edukt2-Bromo-4-chlorobenzonitrileHCID 23498524—
ReagenzCesium carbonateHCID 10796—
KatalysatorBinap, (A+-)-HCID 634876—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt4-Chloro-2-(piperazin-1-yl)benzonitrileHCID 179292380%

Reaktionsbedingungen

Temperatur90 °C

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

Quelldatensatz750 AstraZeneca ELN dataset
ORD IDord-124e8e40d3e54042af531dbb1d8d85d1
Quellennotiz750 AstraZeneca ELN dataset