Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 3-Cyano-2-fluoropyridine | HCID 2783254 | — |
| Reactant | HCID 178486657 | HCID 178486657 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 117770781 | HCID 117770781 | 62.2% |
Reaction Steps
A mixture of 2-hydroxy-4-methoxy-5-(1-methyl-1H-pyrazol-3-yl)nicotinonitrile trifluoroacetate obtained in Step D (0.20 g), 2-fluoronicotinonitrile (0.710 g), cesium carbonate (0.45 g) and N,N-dimethylformamide (30 mL) was stirred at room temperature for 16 hr. The reaction mixture was slowly poured into saturated sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. To the residue was added a mixed solvent (2 mL) of isopropyl ether/ethyl acetate=1/2, and the mixture was stirred for 15 min. The precipitate was collected by filtration to give the title compound (0.12 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09085578B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-5feaf8fdc66b4d12b15e091e108a02de |
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| Source note | uspto-grants-2015_07 |
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