HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1445461Generated: October 28, 2026
Ethyl Acetate → 4-[(2S,5R)-4-benzyl-2,5-dimethylpiperazin-1-yl]-2-methylbenzonitrile
https://huagongshe.com/reaction/1445461
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Fluoro-2-methylbenzonitrile | HCID 3826055 | — |
| Reactant | (2R,5S)-1-benzyl-2,5-dimethylpiperazine | HCID 10632028 | — |
| Solvent | 1,3-Dimethyl-2-imidazolidinone | HCID 6661 | — |
| Product | 4-[(2S,5R)-4-benzyl-2,5-dimethylpiperazin-1-yl]-2-methylbenzonitrile | HCID 68695310 | 25.2% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07666873B2 |
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| Source dataset | uspto-grants-2010_02 |
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| ORD ID | ord-fa959dc6df8d4df8a479af5a64d95c86 |
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| Source note | uspto-grants-2010_02 |
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