HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 651733Erstellt: 25. Oktober 2026
Water → 4-(2-Difluoromethoxypyridin-4-Yloxy)-2-(Pyrazin-2-yl)-Pyrimidine
https://huagongshe.com/reaction/651733
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 3,3-Dichloro-2-propenal | HCID 17554 | — |
| Edukt | Pyrazine-2-carboxamidine hydrochloride | HCID 470895 | — |
| Edukt | 1,1,1,3-Tetrachloro-3-ethoxypropane | HCID 12350822 | — |
| Edukt | HCID 178516524 | HCID 178516524 | — |
| Katalysator | Pyrazine-2-carboxamidine hydrochloride | HCID 470895 | — |
| Lösungsmittel | 1,2-Dimethoxyethane | HCID 8071 | — |
| Produkt | 4-(2-Difluoromethoxypyridin-4-Yloxy)-2-(Pyrazin-2-yl)-Pyrimidine | HCID 9797011 | 82% |
Reaktionsschritte
Water (20 mmoles) is added to a solution of 1,1,1,3-tetrachloro-3-ethoxypropane (10 mmoles) in dimethoxyethane (25 ml). The mixture is stirred for 2 h at 60° C. The resulting mixture is slowly added to a mixture consisting of a pyrazine-2-carboxamidine hydrochloride (10 mmoles), 2-difluoromethoxypyridin-4-ol (10 mmoles), potassium carbonate (60 mmoles) and dimethoxyethane (50 ml), which is stirred under reflux. When the addition of 3,3-dichloroacrolein solution is completed additional pyrazine-2-carboxamidine hydrochloride (0.5 mmoles) is added. The reaction mixture is stirred for 2 hours under reflux and subsequently cooled down to ambient temperature, filtered through silica, and the organic phase is concentrated in vacuo. The residue is purified by chromatography on SiO2 (ethyl acetate) to yield 2,60 g (82%) of beige crystals having a melting point of 128-129° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06281358B1 |
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| Quelldatensatz | uspto-grants-2001_08 |
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| ORD ID | ord-6a574ee6dba64ceaabfc039473b65c06 |
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| Quellennotiz | uspto-grants-2001_08 |
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