Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Isoamyl Nitrite | HCID 8053 | — |
| Reactant | HCID 18619211 | HCID 18619211 | — |
| Catalyst | Cupric Chloride | HCID 24014 | — |
| Catalyst | Cuprous chloride | HCID 62652 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 18619234 | HCID 18619234 | — |
Reaction Steps
Isoamyl nitrite is added to a mixture of 5-{2-amino-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-4-{1-(methoxycarbonyl)ethoxy}-2-methylpyrimidine, copper(I) chloride, copper(II) chloride and acetonitrile dropwise at room temperature, and the mixture is stirred for 1 hour. This reaction solution is poured into 2% hydrochloric acid, and extracted with ethylacetate. The organic layer is washed with saturated saline, dried over anhydrous magnesium sulfate, and concentrated. The residue is subjected to silica gel column chromatography to obtain 5-{2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-4-{1-(methoxycarbonyl)ethoxy}-2-methylpyrimidine [present compound4-76].
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-52e427ca66c84880ae80ef86f0e491f5 |
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| Source note | uspto-grants-2003_03 |
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