Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1-Fluoro-3-nitrobenzene | HCID 9823 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Methyl-5-hydroxypyridine | HCID 14275 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 59712225 | HCID 59712225 | 77.2% |
Reaction Steps
A mixture of 6-methylpyridin-3-ol (17.6 g, 161 mmol), 1-fluoro-3-nitrobenzene (25.0 g, 177 mmol), potassium carbonate (66.8 g, 483 mmol) and N,N-dimethylformamide (200 mL) was stirred at 90° C. for 13 hr, 120° C. for 5 hr and 140° C. for 4 hr. The reaction mixture was diluted with water and extracted with ethyl acetate (×3). The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtrated. The filtrate was concentrated under reduced pressure, and the residue was dried to give the title compound (28.6 g, 77%) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08304557B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-e3958d21dbd14cbc916621fe3ea302fa |
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| Source note | uspto-grants-2012_11 |
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