HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 2-{2-Chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-4-(methoxycarbonyl)methoxypyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | HCID 178480550 | HCID 178480550 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-{2-Chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-4-(methoxycarbonyl)methoxypyrimidine | HCID 18619198 | 57.1% |
Reaction Steps
30 mg of sodium hydride was added to a mixture of 0.3 g of 2-{2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-4-hydroxy-pyrimidine, 127 mg of methyl bromoacetate and N,N-dimethylformamide at 0° C., then, the mixture was stirred at room temperature. The solution was poured into a mixture of ice water, and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.2 g of 2-{2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-4-(methoxycarbonyl)methoxypyrimidine [present compound 1-7].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06537948B1 |
| Source dataset | uspto-grants-2003_03 |
| ORD ID | ord-6cf7c60076a040b8994675874442307f |
| Source note | uspto-grants-2003_03 |