Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | HCID 178480549 | HCID 178480549 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18619258 | HCID 18619258 | 7.5% |
Reaction Steps
To a mixture of 30 mg of sodium hydride and N,N-dimethylformamide, 0.31 g of 3-{2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-4-hydroxypyridine was added and stirred at room temperature for 1 hour. Then 0.114 g of methyl bromoacetate was added to the mixture, and stirred for 8 hours at room temperature. The mixture was poured into saturated ammonium chloride solution, and extracted with ethyl acetate. The organic layer was washed with saturated ammonium chloride solution and saturated saline, dried over anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 27 mg of 3-{2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-4-(methoxycarbonyl)methoxypyridine [present compound 7-42].
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-31ada9dfc364427689e4fd1fcf3388b5 |
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| Source note | uspto-grants-2003_03 |
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