Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Pyridine, hydrofluoride (1:1) | HCID 64774 | — |
| Reactant | HCID 22674954 | HCID 22674954 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Product | HCID 22674952 | HCID 22674952 | — |
Reaction Steps
In a nitrogen atmosphere, 0.5 g of 5-amino-3-methoxy-2-pyrazinecarboxamide is dissolved in 9 mL of 70% pyridine hydrofluoride under ice-cooling. Then, 0.23 g of sodium nitrite is added thereto at −70° C., and the resulting solution is heated to a temperature of −10° C. in 30 minutes. Further, the solution is stirred at ambient temperature for 30 minutes. A mixture of 30 mL of ice water and 100 mL of chloroform is added thereto and the resulting mixture is separated into layers. The organic layer is washed with saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. The solvent is distilled off under reduced pressure. The residue thus obtained is purified by column chromatography (eluent: chloroform:methanol =10:1) to obtain 0.37 q of 5-fluoro-3-methoxy-2-pyrazinecarboxamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06787544B2 |
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| Source dataset | uspto-grants-2004_09 |
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| ORD ID | ord-a07567524f1a4c5982aed75ca563e932 |
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| Source note | uspto-grants-2004_09 |
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