Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | HCID 12151204 | HCID 12151204 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 12151205 | HCID 12151205 | 57.3% |
Reaction Steps
4-Chloro-5-iodo-2-methyl-6-trifluoromethylpyrimidine (23.0 g) was dissolved in methanol (150 ml) and sodium methoxide (30% methanol solution, 12.8 g) was added under ice cooling with stirring. After stirring over night at room temperature, the solvent was removed under reduced pressure. The residue was mixed with water and extracted with benzene, and then benzene layer was washed with water and brine, respectively and dried over magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography (hexane-ethyl acetate). The crude fraction was concentrated, and then washed with cold hexane to give 5-iodo-4-methoxy-2-methyl-6-trifluoromethylpyrimidine (13.0 g) as colorless crystalline solid, mp 44-45° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06818631B1 |
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| Source dataset | uspto-grants-2004_11 |
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| ORD ID | ord-e596de06b7b64463a2c3f604999587f1 |
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| Source note | uspto-grants-2004_11 |
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