Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | HCID 22678291 | HCID 22678291 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 22678585 | HCID 22678585 | 90% |
Reaction Steps
To acetonitrile (10 ml) were added 214 mg of 1-[(5-cyano-2-methoxy-3-pyridinyl)methyl]-4-[(E)-2-(2-fluorophenyl)-1-ethenyl]piperidine, 137 mg of sodium iodide and 0.1 ml of chlorotrimethylsilane, followed by stirring at room temperature. After 5 hours, 685 mg of sodium iodide and 0.5 ml of chlorotrimethylsilane were added thereto, followed by stirring at room temperature for 20 minutes. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with an aqueous sodium carbonate, an aqueous sodium thiosulfate and brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated, and the crude product was suspended in an aqueous sodium carbonate, followed by stirring at room temperature. The crystals were collected by filtration, to give 185 mg of the title compound as a slight yellow powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06784192B2 |
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| Source dataset | uspto-grants-2004_08 |
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| ORD ID | ord-987e50052e56493bb64a19d70e4c006d |
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| Source note | uspto-grants-2004_08 |
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