Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2,5-Difluoropyridine | HCID 2762871 | — |
| Reactant | 2-(1H-Pyrazol-4-yl)ethanol | HCID 4293604 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 50970819 | HCID 50970819 | 34.2% |
Reaction Steps
To a solution of 2-(1H-pyrazol-4-yl)ethanol (1.0 g, 8.9 mmol) and 2,5-difluoropyridine (0.89 mL, 9.8 mmol) in acetonitrile (45 mL), Cs2CO3 (9.7 g, 17.8 mmol) was added, and the resulting mixture was stirred for 3 hours at 80° C. The reaction mixture was allowed to cool, then water was added thereto, followed by extraction with EtOAc. The organic layer was washed with a saturated aqueous solution of sodium chloride, dried over Na2SO4, then the drying agent was filtered off, and then the solvent was distilled off under reduced pressure. The obtained residue was purified by column chromatography (HP-Sil 25 g, hexane/EtOAc=90/10 to 30/70) to obtain the title compound (0.63 g) (colorless solid).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09266870B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-7e5651ccabf74eddbb4868298b7bc9b4 |
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| Source note | uspto-grants-2016_02 |
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