Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Thioguaiacol | HCID 23642 | — |
| Reactant | HCID 131729758 | HCID 131729758 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 131729761 | HCID 131729761 | 56% |
Reaction Steps
2-Methoxythiophenol (39 mg, 0.278 mmol) was added to a suspension of potassium carbonate (95.7 mg, 0.692 mmol) and 4-(5-chloro-6-cyano-1H,3H benzo[de]isochromen-6-yl)-6-methylsulfinyl-[1,3,5]triazin-2-ylamine (50 mg, 0.139 mmol) in N,N-dimethylformamide (2.5 mL) at room temperature under argon atmosphere. The reaction solution was stirred at 85° C. for 12 hours, and then allowed to return to room temperature. The reaction solution was diluted with ethyl acetate, and then water was added. The organic layer was separated, washed with brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The resulting crude product was purified by silica gel column chromatography using methylene chloride-ethyl acetate (mixing ratio=7:1 to 4:1) and dried under reduced pressure to give the title compound (34 mg, 56%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08193351B2 |
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| Source dataset | uspto-grants-2012_06 |
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| ORD ID | ord-388038f62ce74b6c9e988ca5e7e201ae |
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| Source note | uspto-grants-2012_06 |
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