HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 3-Bromo-1-methyl-1,2-dihydropyridin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Bromo-2-hydroxypyridine | HCID 818549 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 3-Bromo-1-methyl-1,2-dihydropyridin-2-one | HCID 13024025 | 79% |
Reaction Steps
A mixture of 3-bromo-1H-2-pyridone (740 mg, 4.25 mmol), potassium carbonate (1.18 g, 8.5 mmol) and iodomethane (2.65 mL, 42.5 mmol) in DME (10 mL) was heated to reflux overnight. The mixture was filtered, washing with ethyl acetate and the filtrate was evaporated to dryness. The residue was purified by dry column chromatography over 27 g of silica gel, eluting with ethyl acetate to give 3-bromo-1-methyl-2-pyridone (0.63 g, 79%). LRMS (electrospray), positive ion, 188 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06916933B2 |
| Source dataset | uspto-grants-2005_07 |
| ORD ID | ord-a611c79a75544c1b95ffba957532269e |
| Source note | uspto-grants-2005_07 |