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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 37875Generated: October 29, 2026

1-(4,6-Dimethyl-pyridin-2-yl)-4-(4-nitro-phenyl)-piperazine → 4-[4-(4,6-Dimethyl-2-pyridyl)piperazin-1-yl]aniline

https://huagongshe.com/reaction/37875

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(4,6-Dimethyl-pyridin-2-yl)-4-(4-nitro-phenyl)-piperazineHCID 66851292—
CatalystNickelHCID 935—
SolventMethanolHCID 887—
Product4-[4-(4,6-Dimethyl-2-pyridyl)piperazin-1-yl]anilineHCID 6685135191%

Reaction Steps

A slurry of 1-(4,6-dimethyl-pyridin-2-yl)-4-(4-nitro-phenyl)-piperazine (27 g, 86.5 mmol) in methanol (1 L) was hydrogenated over Raney nickel (8 g) at 70-75 psi and room temperature in a Parr hydrogenation apparatus until no starting material was observed on TLC. The mixture was filtered through Celite and the filtrate concentrated in vacuo to afford 4-[4-(4,6-dimethyl-pyridin-2-yl)-piperazin-1-yl]-phenyl amine (22.2 g, 91%) as a solid which needed no further purification and was used as such in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524705B2
Source datasetuspto-grants-2013_09
ORD IDord-8b483365a965465c90414b316bf59e63
Source noteuspto-grants-2013_09