Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Fluorobenzonitrile | HCID 67855 | — |
| Reactant | 2-Chloro-3-pyridinol | HCID 81136 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86631466 | HCID 86631466 | — |
Reaction Steps
A 50 mL round bottom flask was charged with 2-chloropyridin-3-ol (2.5 g, 19 mmol), 2-fluorobenzonitrile (2.6 g, 21 mmol) and potassium carbonate (6.7 g, 48 mmol) in DMF (10 mL) and heated at 90° C. for 1.5 days. Water was added water, and the reaction mixture was extracted with ethyl acetate, dried over magnesium sulfate, filtered and concentrated. The residue was purified by silica gel column chromatography using 10-20% ethyl acetate in hexanes as eluent to afford the title compound as an off white solid (2.1 g, 47% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08883828B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-e1181d73017e4935acc16170f24c19e4 |
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| Source note | uspto-grants-2014_11 |
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