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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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
Edukt2,4-Difluorobenzyl alcoholHCID 91867—
Edukt4-Cyano-2.6-bis(1-methyl-3-trifluoromethylpyrazol-5-yloxy)pyridineHCID 54060249—
LösungsmittelSulfolaneHCID 31347—
LösungsmittelEthyl acetate pentaneHCID 22335286—
Produkt4-Cyano-6-(2,4-difluorobenzyloxy)-2-(1-methyl-3-trifluoromethylpyrazol-5-yloxy)pyridineHCID 5394696521,2%

Reaktionsbedingungen

Temperatur90 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05922738
Quelldatensatzuspto-grants-1999_07
ORD IDord-2dc9f3a0f29348f887ce316afa20cb33
Quellennotizuspto-grants-1999_07