Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | HCID 70664867 | HCID 70664867 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 136414050 | HCID 136414050 | 30% |
Reaction Steps
To a solution of methyl 2-(4-fluorophenyl)-3-(isopropyl(methyl)amino)-7-methoxyquinoxaline-6-carboxylate (500 mg, 1.31 mmol) in dichloromethane (80 mL) was added BBr3 (2.0 mL) dropwise with stirring at −78° C. for 30 minutes. The reaction was then quenched by the addition of water/ice. The resulting solution was extracted with dichloromethane (3×80 mL), and the organic layers combined, dried over anhydrous magnesium sulfate, and concentrated in vacuo to give the residue, which was purified via silica gel column chromatography (2% ethyl acetate in petroleum ether) to afford methyl 2-(4-fluorophenyl)-7-hydroxy-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylate as a yellow solid (145 mg, 30%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08912188B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-cbff7afd8f4e4f608e5b3d9c123b38ad |
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| Source note | uspto-grants-2014_12 |
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