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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2182172Generated: October 30, 2026

Piperazine → HCID 9943968, compound

https://huagongshe.com/reaction/2182172

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperazineHCID 4837—
ReactantBinap, (A+-)-HCID 634876—
Reactant3-[[(6-Chloro-2-pyrazinyl)amino]methyl]benzonitrileHCID 22482019—
ReactantSodium t-butoxideHCID 23676156—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 9943968HCID 994396822.1%

Reaction Steps

A mixture of 3-[(6-chloro-pyrazin-2-ylamino)-methyl]-benzonitrile I-4n (37.6 mg, 0.154 mmol), piperazine (16 mg, 0.185 mmol), sodium t-butoxide (18 mg, 0.185 mmol), BINAP (3.8 mg, 0.006 mmol), and Pd2(dba)3 (2.8 mg, 0.003 mmol) in toluene (2 mL) was heated at reflux under nitrogen for 10 h. The solution was cooled to room temperature and filtered through a celite pad. The celite pad was washed with ethyl acetate several times. The combined filtrate was concentrated in vacuo to give the crude title compound 4-S. The product was purified by chromatography (silica, 10% MeOH/dichlormethane with 1% NH4OH) to give the title compound 4-S (10 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06894050B2
Source datasetuspto-grants-2005_05
ORD IDord-0e7817220f4c4cd58da69a89f955d242
Source noteuspto-grants-2005_05