HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → HCID 86715658, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | HCID 86715659 | HCID 86715659 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 86715658 | HCID 86715658 | — |
Reaction Steps
6-bromo-2,4-dichloro-3-(6-(trifluoromethyl)pyridin-3-yl)methyl)quinolone (1.0 g, 2.3 mmol, Intermediate 65: step b) and sodium methoxide (1.2 g, 22 mmol) in dry toluene (12 mL) were heated to 80° C. and refluxed under a positive pressure of nitrogen overnight. The mixture was allowed to cool to ambient temperature. Aqueous saturated sodium bicarbonate solution was added to the mixture and the layers were separated. The aqueous layer was extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered, and concentrated to dryness. The crude material was purified by flash column chromatography (silica gel, 0-20% EtOAc-Hex) to provide the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09290476B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-883f35054ab74bdba6828d29b3339230 |
| Source note | uspto-grants-2016_03 |