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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 318Generated: October 23, 2026

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

https://huagongshe.com/en/reaction/318

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperazineHCID 4837—
Reactant2-Bromo-4-fluorobenzonitrileHCID 118939—
ReagentCesium carbonateHCID 10796—
CatalystBinap, (A+-)-HCID 634876—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
Product4-Fluoro-2-(piperazin-1-yl)benzonitrileHCID 193671080%

Reaction Conditions

Temperature90 °C

Reaction Steps

Tris(dibenzylideneacetone)dipalladium (0) (57.2 mg, 0.06 mmol) and rac-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (78 mg, 0.12 mmol) were added to a mixture of 2-bromo-4-fluorobenzonitrile (250 mg, 1.25 mmol), Cesium carbonate (611 mg, 1.87 mmol) and Piperazine (215 mg, 2.50 mmol) in dioxane (3 mL). Reaction vessel was placed in an oil bath at 90 °C 4pm. LCMS o/n shows several peaks. Larger peak corresponding to displacement of F by piperazine (MW266) than for desired product (205). Discarded

Provenance & Evidence

Source dataset750 AstraZeneca ELN dataset
ORD IDord-91c1aa5c02fc46a586e9f5a373b7526a
Source note750 AstraZeneca ELN dataset