Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Chloropyridine-2-carbonitrile | HCID 818258 | — |
| Reactant | 1314012-55-9 | HCID 86712393 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 86712392 | HCID 86712392 | 83.3% |
Reaction Steps
4.9 g of 8-fluoro-3-hydroxy-2-methylquinoline, 3.2 g of 3-chloro-2-cyanopyridine and 3.8 g of potassium carbonate were dissolved in 20 ml of N-methylpyrrolidone followed by stirring for 3 hours at 130° C. Subsequently, the reaction solution was cooled to room temperature followed by addition of water and extraction with ethyl acetate. The extract was washed with saturated saline and dried with magnesium sulfate followed by distilling off the solvent under reduced pressure. The resulting residue was purified by silica gel column chromatography to obtain 5.37 g of 3-(2-cyano-pyridin-3-yloxy)-8-fluoro-2-methylquinoline.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09060517B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-4906759ce7914d508e3d5f30f8e91ba6 |
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| Source note | uspto-grants-2015_06 |
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