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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 33517Erstellt: 23. Oktober 2026

Cesium carbonate → 6-(4-Trifluoromethoxy-phenyl)-pyridine-2-carboxylic acid methyl ester

https://huagongshe.com/de/reaction/33517

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
Edukt4-(Trifluoromethoxy)phenylboronic acidHCID 2734386—
EduktMethyl 6-bromopyridine-2-carboxylateHCID 16217886—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelDimethylformamideHCID 6228—
Produkt6-(4-Trifluoromethoxy-phenyl)-pyridine-2-carboxylic acid methyl esterHCID 6910608144,7%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

162 mg (0.14 mmol)Pd(PPh3)4 was added under argon at room temperature to a solution of 2.0 g (9.25 mmol) methyl-6-bromo-pyridine-2-carboxylate in 46 ml N,N-dimethylformamide and the mixture was heated to 80° C. Then 4.52 g (13.9 mmol) cesium carbonate and 2.1 g (10.18 mmol) of 4-(trifluoromethoxy)phenylboronic acid were added and the mixture was stirred at 80° C. over night. The reaction mixture was cooled to room temperature, filtered, and the filtrate evaporated. The residue was taken up with ethyl acetate, washed twice with water, dried over sodium sulphate and evaporated. Chromatography on silica (eluent: ethyl acetate/n-heptane 1:3) gave 1.23 g (39%) of 6-(4-Trifluoromethoxy-phenyl)-pyridine-2-carboxylic acid methyl ester

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07429605B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-3228abf9434f47c796b1731712ce4c8b
Quellennotizuspto-grants-2008_09