Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Chlorophenol | HCID 7245 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 4-(2-Butynyloxy)-5-fluoro-6-chloropyrimidine | HCID 22599717 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22599858 | HCID 22599858 | 82.2% |
Reaction Steps
To 2 ml of N,N-dimethylformamide were added 0.1 g of 4-chloro-6-(2-butynyloxy)-5-fluoropyrimidine, 0.1 g of potassium carbonate, and 0.08 g of 2-chlorophenol, followed by stirring at 60° C. for 1 hour. The reaction mixture was left for cooling to room temperature and poured into a saturated aqueous ammonium chloride solution, which was extracted three times with t-butyl methyl ether. The organic layers were combined, washed with brine, dried over anhydrous magnesium sulfate, and then concentrated. The residue was subjected to silica gel column chromatography to give 0.12 g of 4-(2-butynyloxy)-6-(2-chlorophenoxy)-5-fluoropyrimidine (the present compound (184)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06838463B2 |
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| Source dataset | uspto-grants-2005_01 |
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| ORD ID | ord-ab339a4d16d940f7b9a24d86fb7f30ba |
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| Source note | uspto-grants-2005_01 |
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