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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 272041Erstellt: 25. Oktober 2026

Acetic Acid → HCID 178489372, Verbindung

https://huagongshe.com/reaction/272041

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktTetrabutylammonium FluorideHCID 2724141—
Edukt5-bromo-3-(2-methoxy-phenyl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-b]pyridineHCID 59836032—
LösungsmittelMethanolHCID 887—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktHCID 178489372HCID 17848937297%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

To a solution of 5-bromo-3-(2-methoxy-phenyl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-b]pyridine (260 mg, 0.60 mmol) in THF (3 mL) was added tetrabutylammonium fluoride (6 mL of 1 M in THF solution, 6.00 mmol) and molecular sieves. The solution was heated under reflux (70° C.) for 4 hours without stirring. The solution was cooled to ambient temperature and acidified to pH=5 by adding dropwise a dilute solution of acetic acid in MeOH. The solution was filtered and the filtrate was concentrated via rotary evaporation. The material was extracted into EtOAc and washed 3× H2O. The organic layer was dried over Na2SO4 and concentrated down to afford 5-bromo-3-(2-methoxy-phenyl)-1H-pyrazolo[3,4-b]pyridine as an orange solid (177 mg, 97% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07452993B2
Quelldatensatzuspto-grants-2008_11
ORD IDord-fd570d53722f4c7497af126a80a45b49
Quellennotizuspto-grants-2008_11