Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-(2-Chlorophenoxy)-5,6-difluoropyrimidine | HCID 11053843 | — |
| Reactant | N-methyl-2-(2-hydroxyphenyl)-2-methoxyiminoacetamide | HCID 136045378 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57086818 | HCID 57086818 | 51.3% |
Reaction Steps
With cooling, 0.4 g (0.01 mol) of sodium hydride (60%) are added to a mixture of 2 g (0.0096 mol) of 2-(2-hydroxy-phenyl)-2-methoxyimino-N-methyl-acetamide and 2.3 g (0.0095 mol) of 4-(2-chlorophenoxy)-5,6-difluoropyrimidine in 10 ml of dimethylformamide, and the mixture is stirred at 25° C. for 12 hours. The reaction mixture is poured onto water and extracted with dichloromethane, the organic phase is dried over sodium sulphate and the solvent is distilled off under reduced pressure. The residue is chromatographed over silica gel using a mixture of identical volumina of ethyl acetate and cyclohexane. 2.1 g (48.3% of theory) of 2-{2-[6-(2-chlorophenoxy)-5-fluoro-pyrimidine4-yloxy]-phenyl}-2-methoxyimino-N-methylacetamide are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06359133B2 |
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| Source dataset | uspto-grants-2002_03 |
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| ORD ID | ord-0c40044984e24ba8aa3344fd492e52e0 |
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| Source note | uspto-grants-2002_03 |
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