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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1864987Erstellt: 25. Oktober 2026

Ethyl Acetate → 7-(2-Chloro-4-methoxyphenyl)-2-ethyl-3-nitropyrazolo[1,5-a]pyridine

https://huagongshe.com/reaction/1864987

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
EduktBarium hydroxide, octahydrateHCID 17749109—
Edukt7-Bromo-2-ethyl-3-nitropyrazolo[1,5-a]pyridineHCID 21984481—
Edukt2-Chloro-4-methoxyphenylboric acidHCID 21984696—
LösungsmittelWaterHCID 962—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt7-(2-Chloro-4-methoxyphenyl)-2-ethyl-3-nitropyrazolo[1,5-a]pyridineHCID 2198458373,3%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

After dissolving 7-bromo-2-ethyl-3-nitropyrazolo[1,5-a]pyridine (100 mg) in 1,2-dimethoxyethane (6 mL) and water (1 mL), 2-chloro-4-methoxyphenylboric acid (138 mg), tetrakis(triphenylphosphine)palladium(0) complex (86 mg) and barium hydroxide octahydrate (233 mg) were added and the mixture was heated and stirred at 80° C. for 3 hours under a nitrogen stream. Water was added to the reaction mixture, extraction was performed with ethyl acetate and the extract washed with saturated aqueous sodium hydrogencarbonate and brine, in that order. After drying over anhydrous magnesium sulfate and filtration, the solvent was concentrated under reduced pressure, the residue was purified by silica gel column chromatography, and the title compound (90 mg) was obtained from the n-hexane:ethyl acetate (30:1) fraction as yellow crystals.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07625925B2
Quelldatensatzuspto-grants-2009_12
ORD IDord-3577c595748149abaeeb3f032f135b28
Quellennotizuspto-grants-2009_12