Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Cyanophenol | HCID 13394 | — |
| Reactant | HCID 43654485 | HCID 43654485 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57708849 | HCID 57708849 | 52% |
Reaction Steps
A suspension of ethyl 1-[(3-chloropropyl)sulfonyl]piperidine-2-carboxylate obtained in Reference Example 97 (2.00 g, 6.72 mmol), 3-hydroxybenzonitrile (0.800 g, 6.72 mmol), potassium carbonate (0.928 g, 6.72 mmol) and sodium iodide (0.101 g, 0.672 mmol) in DMF (20 mL) was stirred at 100° C. for 51 hr. The reaction mixture was diluted with ethyl acetate, washed with water, 0.5N aqueous sodium hydroxide solution, 0.1N aqueous sodium hydroxide solution and saturated brine, and dried over sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was crystallized from methanol to give the title compound as a pale-yellow powder (1.34 g, 52%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07915267B2 |
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| Source dataset | uspto-grants-2011_03 |
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| ORD ID | ord-814480626f834bc0b42ce48903862a45 |
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| Source note | uspto-grants-2011_03 |
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