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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1892212Generated: October 31, 2026

1-Methylpiperazine → 2-Methyl-5-[2-(4-methylpiperazin-1-yl)ethyl]pyridin-3-amine

https://huagongshe.com/reaction/1892212

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylpiperazineHCID 53167—
ReactantHCID 58476611HCID 58476611—
CatalystPalladium hydroxideHCID 9942167—
SolventEthanolHCID 702—
Product2-Methyl-5-[2-(4-methylpiperazin-1-yl)ethyl]pyridin-3-amineHCID 5847666577%

Reaction Steps

To a solution of 5-ethynyl-2-methyl-3-nitropyridine (600 mg, 3.70 mmol) in EtOH (10 mL) was added 1-methyl-piperazine (1.64 mL, 14.8 mmol). The reaction mixture was allowed to stir at reflux overnight. The reaction mixture was allowed to cool to rt and palladium hydroxide on carbon (0.060 g) was added to the solution. The reaction mixture was purged with hydrogen and then allowed to stir under an atmosphere of H2 at rt overnight. The reaction mixture was filtered through celite and the filatrate was concentrated. The residue was purified by column chromatography to give 2-methyl-5-[2-(4-methylpiperazin-1-yl)ethyl]pyridin-3-amine (0.664 g, 77%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507667B2
Source datasetuspto-grants-2013_08
ORD IDord-de197839c16146daa81651c60a092528
Source noteuspto-grants-2013_08