HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-Bromo-3-fluoro-1-methylpyridin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Bromo-3-fluoro-1,2-dihydropyridin-2-one | HCID 178517594 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-Bromo-3-fluoro-1-methylpyridin-2(1H)-one | HCID 70701030 | 93.3% |
Reaction Steps
A mixture of 5-bromo-3-fluoropyridin-2-ol (1 g, 5.2 mmol), iodomethane (356 mg, 5.7 mmol) and K2CO3 (1.4 g, 10.4 mmol) in DMF (10 mL) was stirred at rt for 12 h. The mixture was treated with water (70 ml) and extracted with EtOAc (3×50 ml). The combined organic extracts were washed with saturated bicarbonate solution (aq), dried over sodium sulfate, filtered and concentrated in vacuo to afford the title compound (1 g, 93%) as a white solid which was carried forward without purification. LCMS (M+H)+=207.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09034900B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-8eb05e3adb2340fb8739b29553559388 |
| Source note | uspto-grants-2015_05 |