Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Ethanesulfonyl chloride | HCID 11667 | — |
| Reactant | HCID 53844231 | HCID 53844231 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22097042 | HCID 22097042 | 96.2% |
Reaction Steps
A mixture of 5-amino-2,3-dimethoxy-6,7-dimethylquinoxaline (from Preparation 2) (50 mg, 0.214 mmol), ethanesulphonyl chloride (138 mg, 1.07 mmol) and pyridine (87 μl, 1.07 mmol) in dry tetrahydrofuran (1 ml) was stirred at 20° C. for 3.5 hours. Additional portions of ethanesulphonyl chloride (138 mg, 1.07 mmol) and pyridine (87 ml, 1.07 mmol) were added and the mixture was stirred for a further 4 days. Water (0.6 ml) was added, and the mixture was stirred for 40 minutes. The mixture was partitioned between ethyl acetate (15 ml) and 2M hydrochloric acid (5 ml). The organic solution was washed with water (5 ml), saturated aqueous sodium bicarbonate (5 ml), dried (MgSO4), and concentrated under reduced pressure to give the title compound (67 mg, 96%) as a straw-coloured solid, m.p. 201°-203° 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-71605d3dce5549df8c309e5ca67f473b |
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| Source note | uspto-grants-1998_12 |
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