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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1662379Erstellt: 25. Oktober 2026

Potassium Carbonate → Methyl 3-(5,5-dimethylcyclopent-1-enyl)-4-(5-fluoro-2-methoxypyridin-4-yl)benzoate

https://huagongshe.com/reaction/1662379

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt(5-Fluoro-2-methoxypyridin-4-yl)boronic acidHCID 44754837—
EduktMethyl 3-(5,5-dimethylcyclopent-1-enyl)-4-(trifluoromethylsulfonyloxy)benzoateHCID 57467618—
KatalysatorHCID 178418397HCID 178418397—
ProduktMethyl 3-(5,5-dimethylcyclopent-1-enyl)-4-(5-fluoro-2-methoxypyridin-4-yl)benzoateHCID 5746761778%

Reaktionsbedingungen

Temperatur87 °C

Reaktionsschritte

To a flask with methyl 3-(5,5-dimethylcyclopent-1-enyl)-4-(trifluoromethylsulfonyloxy)benzoate 66.61 (404 mg, 1068 μmol) was added Pd(PPh3)4 (123 mg, 107 μmol), potassium carbonate (443 mg, 3203 μmol), 5-fluoro-2-methoxypyridin-4-ylboronic acid 66.12A (456 mg, 2669 μmol, commercially available from Asymchem). The mixture was then degassed, and DMF (3 mL) was added. The reaction was stirred overnight at 87° C. and worked up with EtOAc and water. Silica gel chromatography (0-50% EtOAc/Hexanes) afforded methyl 3-(5,5-dimethylcyclopent-1-enyl)-4-(5-fluoro-2-methoxypyridin-4-yl)benzoate 66.12B 295 mg (78%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08030354B2
Quelldatensatzuspto-grants-2011_10
ORD IDord-02733e57f0df4859a86fdbd96a32dd05
Quellennotizuspto-grants-2011_10