Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Propanol | HCID 1031 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 86680284 | HCID 86680284 | — |
| Catalyst | 1,3-Bis(diphenylphosphino)propane | HCID 81219 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86680283 | HCID 86680283 | — |
Reaction Steps
A mixture of 721 mg of 5-(4-benzhydryloxypiperidin-1-ylmethyl)-2-chloropyridine synthesized in Production Example 36, 21 mg of palladium acetate, 41 mg of 1,3-bis(diphenylphosphino)propane, 380 mg of potassium carbonate, 7.0 mL of n-propanol, and 3.5 mL of N,N-dimethylformamide was stirred under a carbon monoxide atmosphere at an external temperature of 90° C. for 7 hours. After the solvent was distilled off, the mixture was diluted with ethyl acetate. The resulting mixture was thrown into water, and the organic layer was collected by separation. The organic layer was washed with a saturated saline solution and then dried over magnesium sulfate. After the solvent was distilled off, the resulting product was subjected to a p-TLC to give the title compound (569 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09365553B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-cf423846d66f4feebc687c1f9ff5682d |
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| Source note | uspto-grants-2016_06 |
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