Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | HCID 53808462 | HCID 53808462 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 53844231 | HCID 53844231 | 77% |
Reaction Steps
Sodium methoxide (25% solution in methanol, 13.9 ml, 61 mmol) was added over 12 minutes to a stirred solution of 5-amino-2,3-dichloro-6,7-dimethylquinoxaline (from step (c), 6.15 g, 25.4 mmol) in dry tetrahydrofuran (250 ml) under nitrogen at 0° C. The mixture was stirred at 0° C. for 20 minutes, and at room temperature for 72 hours. The mixture was diluted with ethyl acetate (750 ml), washed with water (2×250 ml) and brine (250 ml), dried (MgSO4), and concentrated under reduced pressure. The residue was purified by flash chromatography (gradient elution with hexane/dichloromethane) to give the title compound as a white solid (4.55 g, 77%), m.p. 166°-167° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05852016 |
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| Source dataset | uspto-grants-1998_12 |
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| ORD ID | ord-aedc10bb9ae545708a114526b05603d1 |
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| Source note | uspto-grants-1998_12 |
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