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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 12276Erstellt: 24. Oktober 2026

Potassium Acetate → 6-Oxo-5-[6-tri-fluoromethyl-1-(2-trimethylsilanylethoxymethyl)-1H-benzimidazol-2-yl]-1-(2-trimethylsilanylethoxymethyl)-1,6-dihydropyridazine-3-boronic acid

https://huagongshe.com/de/reaction/12276

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium AcetateHCID 517044—
EduktBis(pinacolato)diboraneHCID 2733548—
Edukt6-Chloro-4-[6-trifluormethyl-1-(2-trimethylsilanylethoxymethyl)-1h-benzimidazol-2-yl]-2-(2-trimethylsilanylethoxymethyl)-2h-pyridazin-3-oneHCID 68681137—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt6-Oxo-5-[6-tri-fluoromethyl-1-(2-trimethylsilanylethoxymethyl)-1H-benzimidazol-2-yl]-1-(2-trimethylsilanylethoxymethyl)-1,6-dihydropyridazine-3-boronic acidHCID 68680596—

Reaktionsbedingungen

Temperatur95 °C

Reaktionsschritte

6-Chloro-4-[6-trifluormethyl-1-(2-trimethylsilanylethoxymethyl)-1H-benzimidazol-2-yl]-2-(2-trimethylsilanylethoxymethyl)-2H-pyridazin-3-one (prepared in analogy to example 15b), bis(pinacolato)diboron, (1,1′-bis(diphenylphosphine)ferrocene)-palladium(II) chloride-dichloromethane complex and potassium acetate are dissolved in DMSO. The solution is degassed with argon and heated at 95° C. for 2.5 hours. The reaction solution is filtered through silica gel, and the latter is washed with dichloromethane. The solvent is removed in a rotary evaporator, and the crude product is purified by RP-HPLC (0-100% acetonitrile in water (+0.01% trifluoroacetic acid)). MS (ES+) m/z 585 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07727989B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-bb9f641574f3407fbcc52c5df3b9224e
Quellennotizuspto-grants-2010_06