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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 632060Erstellt: 25. Oktober 2026

Cesium carbonate → 5-Chloro-6-(3-chloro-phenyl)-pyridine-2-carboxylic acid

https://huagongshe.com/reaction/632060

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
Edukt(3-Chlorophenyl)boronic acidHCID 2734323—
Edukt6-Bromo-5-chloropyridine-2-carboxylic acidHCID 66557809—
KatalysatorHCID 178418807HCID 178418807—
LösungsmittelDimethylformamideHCID 6228—
Produkt5-Chloro-6-(3-chloro-phenyl)-pyridine-2-carboxylic acidHCID 7108761932,6%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

Under nitrogen atmosphere, 6-bromo-5-chloro-pyridine-2-carboxylic acid (0.38 g, 1.6 mmol), 3-chlorophenylboronic acid (CAN 63503-60-6, 0.33 g, 2.1 mmol), 1,1′-bis(diphenylphosphino)-ferrocene-palladium(II) dichloride methylene chloride complex (CAN 95464-05-4, 30 mg) and cesium carbonate (CAN 534-17-8, 1.6 g, 4.8 mmol) was added into DMF (30 mL). The mixture was stirred at 80° C. overnight. After evaporation of solvents, the crude product was purified by column chromatography (silica gel, 12 g, petroleum ether/ethyl acetate 4/1 firstly, then methanol/methylene chloride 1/10) to give the title compound (0.14 g, 32%) as brown solid; MS (EI): m/e=268.0 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09321727B2
Quelldatensatzuspto-grants-2016_04
ORD IDord-c6330391e26a496a8c175eb0e4642b3c
Quellennotizuspto-grants-2016_04