Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | N-methoxy-N-methylquinoxaline-6-carboxamide | HCID 59208155 | — |
| Reactant | HCID 131734651 | HCID 131734651 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Product | HCID 89484871 | HCID 89484871 | 30.3% |
Reaction Steps
To a solution of tert-butyl(2,4-difluorophenyl) carbonate (2.3 g, 10 mmol, 1.2 eq.) in THF (50 mL) cooled at −78° C. was added n-BuLi (6.25 mL, 15 mmol, 1.8 eq.) dropwise. The resulting mixture was stirred at −78° C. for 30 min, then a solution of N-methoxy-N-methylquinoxaline-6-carboxamide (1.8 g, 8.7 mmol, 1.0 eq.) in THF (20 mL) was added dropwise. The resulting mixture was stirred at −78° C. for 1 h, then quenched by the addition of NH4Cl solution. The mixture was extracted with EA (50 mL×3). The combined organic layers were dried over anhydrous Na2SO4 and concentrated. The residue was purified via flash column (PE/EA=3/1, v/v) to afford tert-butyl (2,4-difluoro-3-(quinoxaline-6-carbonyl)phenyl) carbonate as yellow foam (1.06 g, 30.3%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09249111B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-21b8d4ed00bd47358b6e8ae6f88afb1e |
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| Source note | uspto-grants-2016_02 |
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