HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloroquinoxaline → HCID 18689870, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloroquinoxaline | HCID 238938 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | Hexamethylditin | HCID 6327618 | — |
| Reactant | (-)-8-methyl-3-(trifluoromethylsulfonyloxy)-8-aza-bicyclo[3.2.1]oct-2-ene | HCID 11993054 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 18689870 | HCID 18689870 | — |
Reaction Steps
A mixture of 2-chloroquinoxaline, 3-trifluoromethanesulfonyloxy-8-methyl-8-azabicyclo[3.2.1]-oct-2-ene, hexamethylditin, lithium chloride, and [tetrakis(triphenylphosphine)]palladium in dioxane is stirred at reflux for 18 hours. The reaction mixture is cooled to room temperature and then poured into a mixture of saturated aqueous potassium fluoride and ethyl acetate. After stirring for two hours, the phases are separated. The organic phase is washed with saturated aqueous sodium chloride, dried over magnesium sulfate and concentrated under reduced pressure. The residue is subjected to flash silica gel chromatography. Fractions containing product are combined and concentrated under reduced pressure to provide the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06107307 |
| Source dataset | uspto-grants-2000_08 |
| ORD ID | ord-5b592d0cdb814aa581c5c245ff306898 |
| Source note | uspto-grants-2000_08 |