Piperazine → 4-Chloro-2-(piperazin-1-yl)benzonitrile

HRID 317

Reaktionsgleichung

Reaktionsgleichung von HRID 317
C1CNCCN1.N#Cc1ccc(Cl)cc1Br>C1COCCO1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C([O-])[O-].[Cs+].[Cs+].[Pd].[Pd].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>N#Cc1ccc(Cl)cc1N1CCNCC1

Komponenten

7

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

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.

Quellen und Nachweise

ORD-Eintrag
ord-124e8e40d3e54042af531dbb1d8d85d1
Quelldatensatz
750 AstraZeneca ELN dataset
Originallink
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