Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2388013Generated: November 1, 2026

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

https://huagongshe.com/reaction/2388013

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 numberUS08268992B2
Source datasetuspto-grants-2012_09
ORD IDord-88cd470d5aec43cfa87c3ab97d0cda4d
Source noteuspto-grants-2012_09