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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1630744Erstellt: 25. Oktober 2026

Potassium Carbonate → 3-Methoxy-6-methyl-2-(4-(trifluoromethyl)phenyl)pyridine

https://huagongshe.com/reaction/1630744

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt4-(Trifluoromethyl)phenylboronic acidHCID 2734389—
Edukt2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
Edukt2-Iodo-3-methoxy-6-methylpyridineHCID 11482051—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelWaterHCID 962—
LösungsmittelAcetonitrileHCID 6342—
Produkt3-Methoxy-6-methyl-2-(4-(trifluoromethyl)phenyl)pyridineHCID 58443268—

Reaktionsbedingungen

Temperatur75 °C

Reaktionsschritte

To a mixture of 4-(trifluoromethyl)phenylboronic acid (0.97 g, 5.1 mmol), S—PHOS (0.20 g, 0.47 mmol), potassium carbonate (2.0 g, 15 mmol), and Pd(OAc)2 (0.061 g, 0.27 mmol) was added a solution of 2-iodo-3-methoxy-6-methylpyridine (prepared in the previous step) in acetonitrile (6 mL) followed by water (4 mL). The reaction mixture was degassed by bubbling nitrogen through the solution for 10 min, and the reaction mixture was heated to 75° C. After 4 h, the reaction mixture was diluted with EtOAc, washed with saturated NaHCO3 (1×), brine (1×), dried over MgSO4, filtered, and concentrated. Purification by flash column chromatography on silica gel (5% to 20% EtOAc in hexanes) gave 3-methoxy-6-methyl-2-(4-(trifluoromethyl)phenyl)pyridine.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08791147B2
Quelldatensatzuspto-grants-2014_07
ORD IDord-0efef0adc9b44a178b643bef49bc58a1
Quellennotizuspto-grants-2014_07