Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 32392Generated: October 29, 2026

Ethanol → 4-(5-(4-Fluoro-phenyl)-pyridine-2-yl)-piperazine-1-carbaldehyde

https://huagongshe.com/reaction/32392

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant4-Fluorophenylboronic acidHCID 285645—
Reactant4-(5-Bromo-pyridine-2-yl)-piperazine-1-carbaldehydeHCID 23133453—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventTolueneHCID 1140—
Product4-(5-(4-Fluoro-phenyl)-pyridine-2-yl)-piperazine-1-carbaldehydeHCID 2313349094.7%

Reaction Steps

4-(5-Bromo-pyridine-2-yl)-piperazine-1-carbaldehyde (100 mg, 0.37 mmol), 4-Fluorobenzeneboronic acid (55 mg, 0.39 mmol), (1,1′-bis(diphenylphosphino)ferrocene)-dichloropalladium(II) (10 mg, 0.01 mmol), Toluene (2 ml), EtOH (0.5 ml) and 2M Na2CO3 solution (0.5 ml, 1 mmol) were heated at 80° C. under N2 overnight. After cooling the mixture was diluted with toluene and separated. The organic phase was washed with water and brine, filtered through a pad of celite and dried over Na2SO4. The solvent were removed in vacuo affording 100 mg (94%) of the title product as a beige powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07427631B2
Source datasetuspto-grants-2008_09
ORD IDord-f097440937804b7ebb6d526c1f0ed005
Source noteuspto-grants-2008_09