Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Isoamyl Nitrite | HCID 8053 | — |
| Reactant | HCID 18619252 | HCID 18619252 | — |
| Catalyst | Cupric Chloride | HCID 24014 | — |
| Catalyst | Cuprous chloride | HCID 62652 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 18619155 | HCID 18619155 | — |
Reaction Steps
0.3 g of isoamyl nitrite was added to a mixture of 0.83 g of 5-{2-amino-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-2-(methoxycarbonyl)methoxypyridine, 0.34 g of copper(I) chloride, 0.69 g of copper(II) chloride and 3 ml of acetonitrile dropwise at room temperature, and the mixture was stirred for 1 hour. 0.3 g of isoamyl nitrite was added to the mixture, and stirred for 20 minutes. This reaction solution was poured into 2% hydrochloric acid, and extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.52 g of 5-{2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-2-(methoxycarbonyl)methoxypyridine [present compound 7-17].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06537948B1 |
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| Source dataset | uspto-grants-2003_03 |
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| ORD ID | ord-c562f5962d86436c88912aa532538bef |
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| Source note | uspto-grants-2003_03 |
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