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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 9185Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/9185

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—
KatalysatorHCID 178418397HCID 178418397—
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 was 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
PatentnummerUS07091215B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-9528c738ae574cb594267acce885900b
Quellennotizuspto-grants-2006_08