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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 217Erstellt: 23. Oktober 2026

Piperazine → 4-Piperazin-1-yl-1-benzofuran-2-carboxamide

https://huagongshe.com/de/reaction/217

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPiperazineHCID 4837—
Edukt4-Bromo-1-benzofuran-2-carboxamideHCID 112520563—
ReagenzCesium carbonateHCID 10796—
KatalysatorBinap, (A+-)-HCID 634876—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-Piperazin-1-yl-1-benzofuran-2-carboxamideHCID 111959390%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

The crude product from EN03731-54-001, 4-bromobenzofuran-2-carboxamide (0.600 g, 2.5 mmol), was dissolved in THF (18 mL) and water (18.00 mL). To this mixture were added piperazine (1.077 g, 12.50 mmol), Cesium carbonate (1.629 g, 5.00 mmol), Tris(dibenzylideneacetone)dipalladium(0) (0.114 g, 0.13 mmol) and rac-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (0.156 g, 0.25 mmol) and the reaction was heated at 70 °C over night. 2010-04-13 No product was detected. The reaction mixture was filtered and solvents were removed in vacuo. The residue was partitioned between methylene chloride and water. The organic layer was washed with 1M HCl(aq), dired with sodium sulfate, filtered, concentrated and purified by flash chromatography(Isolute Si 70g, methylene chloride: methanol; 97:3). No product could be detected/isolated.

Herkunft & Nachweise

Quelldatensatz750 AstraZeneca ELN dataset
ORD IDord-dc56e46e611f4db1889616d29baeeb5f
Quellennotiz750 AstraZeneca ELN dataset