Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | HCID 22662826 | HCID 22662826 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 178513810 | HCID 178513810 | 15.2% |
Reaction Steps
In an atmosphere of nitrogen gas, 1.51 g of sodium iodide was dissolved in 22 mL of acetonitrile. After adding 1.10 g of trimethylsilyl chloride, the mixture thus obtained was stirred at room temperature for 20 minutes. Then, 0.43 g of 6-fluoro-3-methoxy-2-pyrazinecarboxamide was added, and the mixture thus obtained was stirred at the same temperature as above for 18 hours. The reaction mixture was added to a mixture of 10 mL of water and 200 mL of chloroform, and the mixture thus formed was separated into layers. The organic layer was washed successively with 5% aqueous solution of sodium thiosulfate and saturated aqueous solution of sodium chloride and dried on anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue was purified by column chromatography [eluent: hexane:ethyl acetate=2:1] to obtain 0.06 g of 6-fluoro-3-hydroxy-2-pyrazinecarboxamide as a white-colored solid product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06800629B2 |
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| Source dataset | uspto-grants-2004_10 |
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| ORD ID | ord-1341f1bdd1b34ab4b49e7ec145751c5b |
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| Source note | uspto-grants-2004_10 |
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