Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | (2R)-[3,5-bis(trifluoromethyl)benzoyl]-2-(3,4-dimethylbenzyl)piperazine | HCID 54478438 | — |
| Reactant | 3-(3-Pyridyl)-2-propynyl chloride hydrochloride | HCID 69419420 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86584241 | HCID 86584241 | — |
Reaction Steps
A mixture of (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(3,4-dimethylbenzyl)piperazine (0.38 g) potassium carbonate (0.42 g), 3-(3-pyridyl)-2-propynyl chloride hydrochloride (1.9 ml) and small amount of potassium iodide in N,N-dimethylformamide (10 ml) was stirred for 2 hours at 40° C. The mixture was poured into water and extracted with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate and evaporated under reduced pressure. The residue was purified by column chromatography on silica gel using ethyl acetate as eluent and treated with 4N hydrogen chloride in ethyl acetate solution to give (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(3,4-dimethylbenzyl)-4-[3-(3-pyridyl)-2-propynyl]piperazine dihydrochloride (0.26 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06087357 |
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| Source dataset | uspto-grants-2000_07 |
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| ORD ID | ord-0386e1aa88b94a0794f578cebc4cd436 |
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| Source note | uspto-grants-2000_07 |
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