Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | HCID 178517134 | HCID 178517134 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86667412 | HCID 86667412 | 103.7% |
Reaction Steps
To a suspension of 3-(benzofuran-2-yl)quinoxalin-2-ol (Example 15b, 268 mg, 1.02 mmol) in Toluene (5.1 mL) was added thionyl chloride (0.30 mL, 4.1 mmol) followed by DMF (238 μl, 3.07 mmol). The yellow reaction mixture was stirred at 110° C. for 2 h, cooled to room temperature, and evaporated under reduced pressure to gave a yellow solid. The solid was suspended in dichloromethane (20 ml) and purified by flash chromatography on silica gel (dichloromethane) to give the title compound, 2-(benzofuran-2-yl)-3-chloroquinoxaline (297 mg, quantitative yield), as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08937041B2 |
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| Source dataset | uspto-grants-2015_01 |
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| ORD ID | ord-3840cddfd94d420e80c9951fa949c0d4 |
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| Source note | uspto-grants-2015_01 |
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