Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Sulfolane | HCID 31347 | — |
| Reactant | Nitronium tetrafluoroborate | HCID 11073463 | — |
| Reactant | Allyl 5-[(4,6-dimethoxypyrimidin-2-yl)oxy]-2-methylindol-4-carboxylate | HCID 19962801 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 19962765 | HCID 19962765 | 55% |
Reaction Steps
2.0 g of allyl 5-[(4,6-dimethoxypyrimidin-2-yl)oxy]-2-methylindol-4-carboxylate was dissolved in 25 ml of acetonitrile, and the solution was cooled to -30° C. 16.3 ml of a 0.5M sulfolane solution of nitronium tetrafluoroborate was dropwise added thereto, and the mixture was stirred for 5 hours. After adding 2 ml of aqueous ammonia, the mixture was returned to room temperature and extracted with ethyl acetate. The organic layer was washed with water and then dried over anhydrous sodium sulfate. Crystals obtained by concentration under reduced pressure, were washed with hexane to obtain 1.23 g (yield: 55%) of the desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05616537 |
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| Source dataset | uspto-grants-1997_04 |
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| ORD ID | ord-db6c76928253418dbbd275443d117cd1 |
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| Source note | uspto-grants-1997_04 |
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