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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 347832Erstellt: 26. Oktober 2026

Ethyl Acetate → 7-[2,6-Dimethoxy-4-(methoxymethyl)phenyl]-2-ethyl-3-nitropyrazolo[1,5-a]pyridine

https://huagongshe.com/reaction/347832

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
EduktBarium hydroxide, octahydrateHCID 17749109—
Edukt7-Bromo-2-ethyl-3-nitropyrazolo[1,5-a]pyridineHCID 21984481—
Edukt2,6-Dimethoxy-4-methoxymethylphenylboric acidHCID 23080945—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWaterHCID 962—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt7-[2,6-Dimethoxy-4-(methoxymethyl)phenyl]-2-ethyl-3-nitropyrazolo[1,5-a]pyridineHCID 2108410956%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To a solution of 7-bromo-2-ethyl-3-nitropyrazolo[1,5-a]pyridine (1.0 g) dissolved in a mixture of 1,2-dimethoxyethane (50 mL) and water (25 mL) was added 2,6-dimethoxy-4-(methoxymethyl)phenylboric acid (1.26 g), tetrakis(triphenylphosphine)palladium(0) (0.64 g) and barium hydroxide octahydrate (1.75 g), and the reaction mixture was heated and stirred for 2 hours at 80° C. To the resultant reaction mixture was added water and ethyl acetate, and remove insoluble residue was filtered out with celite. The filtrate was extracted with ethyl acetate, the organic extract was washed with brine, dried over anhydrous magnesium sulfate and filtered, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography and the title compound (0.77 g) was obtained as yellow crystals from the n-hexane:ethyl acetate (3:1) fraction.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07176216B2
Quelldatensatzuspto-grants-2007_02
ORD IDord-165db9f6cc6a4469ad9e6eb4c7ef7aeb
Quellennotizuspto-grants-2007_02