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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1910820Generated: November 3, 2026

1-(4-Nitrophenyl)piperazine → 4-(2,6-Dimethyl-pyridin-4-yl)-1-(4-nitrophenyl)-piperazine

https://huagongshe.com/reaction/1910820

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(4-Nitrophenyl)piperazineHCID 80447—
Reactant2,6-Dimethyl-pyridin-4-yl trifluoromethanesulfonateHCID 21623679—
SolventChloroformHCID 6212—
SolventDiglymeHCID 8150—
Product4-(2,6-Dimethyl-pyridin-4-yl)-1-(4-nitrophenyl)-piperazineHCID 86639589126.4%

Reaction Conditions

Temperature165 °C

Reaction Steps

To a solution of trifluoro-methanesulfonic acid 2,6-dimethyl-pyridin-4-yl ester (0.50 g, 1.96 mmol) in diglyme (50 mL) was added 4-nitrophenyl piperazine (0.37 g, 0.76 mmol) and heated in the microwave at 165° C. for 40 minutes. The mixture was diluted with chloroform (100 mL) and washed with water (5×50 mL). The organic layer was separated, washed with brine solution (5×40 mL), dried over sodium sulfate and filtered. The solvent was evaporated, and the crude material was purified by column chromatography over silica gel (60-120 mesh) using 12% methanol in chloroform as eluent to afford 4-[4-(2,6-dimethyl-pyridin-4-yl)-1-(4-nitrophenyl)-piperazine (0.30 g, 49%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08604029B2
Source datasetuspto-grants-2013_12
ORD IDord-614d0a11dfb549748481c43e38f88694
Source noteuspto-grants-2013_12