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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1593373Generated: October 30, 2026

Ethyl Acetate → 4-[(2S,5R)-4-benzyl-2,5-dimethylpiperazin-1-yl]-2-methylbenzonitrile

https://huagongshe.com/reaction/1593373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Fluoro-2-methylbenzonitrileHCID 3826055—
Reactant(2R,5S)-1-benzyl-2,5-dimethylpiperazineHCID 10632028—
Solvent1,3-Dimethyl-2-imidazolidinoneHCID 6661—
Product4-[(2S,5R)-4-benzyl-2,5-dimethylpiperazin-1-yl]-2-methylbenzonitrileHCID 6869531025.2%

Reaction Conditions

Temperature210 °C

Reaction Steps

To a solution of 3.81 g of (2R,5S)-1-benzyl-2,5-dimethylpiperazine in 20 ml of DMI were added 3.80 g of 4-fluoro-2-methylbenzonitrile and 7.27 g of diisopropylethylamine, followed by 2 days of stirring in a sealed tube at 210° C. After the addition of ethyl acetate to the reaction solution, the mixture was washed with water and the organic layer was dried over anhydrous sodium sulfate. The solvent was removed by evaporation and the resulting residue was purified by silica gel column chromatography to obtain 1.50 g of the title compound as a solid from an eluate eluted with hexane-ethyl acetate (85:15, v/v).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07297698B2
Source datasetuspto-grants-2007_11
ORD IDord-d986939cf1b44accb77e2103c0777add
Source noteuspto-grants-2007_11