HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 3-Chloro-5-[(2,6-difluoropyridin-4-yl)oxy]benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,4,6-Trifluoropyridine | HCID 2783289 | — |
| Reactant | 3-Chloro-5-hydroxybenzonitrile | HCID 21949878 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-Chloro-5-[(2,6-difluoropyridin-4-yl)oxy]benzonitrile | HCID 68513130 | — |
Reaction Conditions
| Temperature | -50 °C |
|---|
Reaction Steps
Compound 1-4 (577 mg; 3.76 mmol) and potassium carbonate (779 mg; 5.64 mmol) were added to a solution of 2,4,6 trifluoropyridine (500 mg; 3.76 mmol) in DMF with stirring at −50° C. The reaction mixture was slowly warmed to room temperature and then diluted water and EtOAc, after which the aqueous layer was extracted with EtOAc. The combined organic layers were washed with water (3×), brine (2×), dried over MgSO4, and concentrated to an oil. The crude residue was purified via column chromatography (0-25% EtOAc in hexanes.) to give the title compound. MS M+1=266.9. 1H NMR (CDCl3): 6.32 (m, 2H), 7.30 (m, 1H), 7.36 (m, 1H), 7.56 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08404856B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-afdcae7434d24d3f8ce9031849aa040f |
| Source note | uspto-grants-2013_03 |