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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 563444Erstellt: 24. Oktober 2026

Diphenyl Ether → (4-hydroxy-1-phenyl-1H-pyrazolo[3,4-b]pyridin-5-yl)(phenyl)methanone

https://huagongshe.com/de/reaction/563444

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiphenyl EtherHCID 7583—
Edukt1-Phenylpyrazol-5-ylamineHCID 70006—
EduktEthyl 2-benzoyl-3-ethoxyacrylateHCID 98006—
LösungsmittelEthyl AcetateHCID 8857—
Produkt(4-hydroxy-1-phenyl-1H-pyrazolo[3,4-b]pyridin-5-yl)(phenyl)methanoneHCID 17851948742,5%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

A mixture of ethyl 2-benzoyl-3-ethoxyacrylate (0.99 g, 4.0 mmol) and 1-phenyl-1H-pyrazol-5-amine (0.64 g, 4.0 mmol) was stirred at 120° C. for 1.5 hr under argon and then cooled. After diphenyl ether (5 g) was added, the mixture was stirred at 240° C. for 2 hr under argon. Flash chromatography and crystallization in heptane and ethyl acetate mixture gave (4-hydroxy-1-phenyl-1H-pyrazolo[3,4-b]pyridin-5-yl)(phenyl)methanone (0.53 g, 1.7 mmol, 42% yield) as a yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08067447B2
Quelldatensatzuspto-grants-2011_11
ORD IDord-0d50ff87a0124408aa0b2972be4ee475
Quellennotizuspto-grants-2011_11