HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 582021Erstellt: 23. Oktober 2026
Sodium hydride → 4-Cyano-6-(2,4-difluorobenzyloxy)-2-(1-methyl-3-trifluoromethylpyrazol-5-yloxy)pyridine
https://huagongshe.com/de/reaction/582021
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 2,4-Difluorobenzyl alcohol | HCID 91867 | — |
| Edukt | 4-Cyano-2.6-bis(1-methyl-3-trifluoromethylpyrazol-5-yloxy)pyridine | HCID 54060249 | — |
| Lösungsmittel | Sulfolane | HCID 31347 | — |
| Lösungsmittel | Ethyl acetate pentane | HCID 22335286 | — |
| Produkt | 4-Cyano-6-(2,4-difluorobenzyloxy)-2-(1-methyl-3-trifluoromethylpyrazol-5-yloxy)pyridine | HCID 53946965 | 21,2% |
Reaktionsschritte
Sodium hydride (0.1 g, 60%, 2.5 mmol) is added to a solution of 2,4-difluorobenzyl alcohol (0.28 ml, 2.5 mmol) in sulfolane (5 ml) at 50° C. After 1 hour at 50° C., 4-cyano-2,6-bis(1-methyl-3-trifluoromethylpyrazol-5-yloxy)pyridine (1 g, 2.3 mmol) (from Example 2) is added to the reaction mixture. The mixture is heated to 90° C. overnight. After cooling, the reaction mixture is diluted with pentane/ethyl acetate (by volume ration 1/1) and filtered through a bed of silica gel. The filtrate is washed 6 times with water. The organic layer is dried with anhydrous magnesium sulfate, filtered and evaporated in vacuo. Purification by flash chromatography (silica gel: pentane/ethyl acetate 8/2 v/v) and washing of the product with diisopropyl ether yields the title compound (0.2 g, 21% yield) of melting point 109° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05922738 |
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| Quelldatensatz | uspto-grants-1999_07 |
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| ORD ID | ord-2dc9f3a0f29348f887ce316afa20cb33 |
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| Quellennotiz | uspto-grants-1999_07 |
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