Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2,4-Difluorobenzonitrile | HCID 77545 | — |
| Reactant | tert-butyl (2R,5S)-2,5-dimethylpiperazine-1-carboxylate | HCID 24903576 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | 1,3-Dimethyl-2-imidazolidinone | HCID 6661 | — |
| Product | HCID 86601755 | HCID 86601755 | 38.9% |
Reaction Steps
Into a solution of 9.74 g of tert-butyl (2R,5S)-2,5-dimethylpiperazine-1-carboxylate in 25 ml of DMI and 25 ml of acetonitrile were added 5 g of 2,4-difluorobenzonitrile and 11.4 g of cesium carbonate, followed by 2 days of stirring at 120° C. The reaction solution was poured into water, followed by extraction with ethyl acetate. After the organic layer was washed with saturated saline, it 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 4.66 g of the title compound from an eluate eluted with hexane-ethyl acetate (80:20, v/v).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07297698B2 |
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| Source dataset | uspto-grants-2007_11 |
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| ORD ID | ord-91cba06c6a8e4baa97ec10fcd299d49a |
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| Source note | uspto-grants-2007_11 |
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