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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1045190Erstellt: 26. Oktober 2026

Sodium Carbonate → 4-(4-Chlorophenyl)-2-fluoro-5-methylpyridine

https://huagongshe.com/reaction/1045190

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt4-Chlorophenylboronic acidHCID 74299—
Edukt2-Fluoro-4-iodo-5-methylpyridineHCID 10060052—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelEthanolHCID 702—
LösungsmittelWaterHCID 962—
LösungsmittelTolueneHCID 1140—
Produkt4-(4-Chlorophenyl)-2-fluoro-5-methylpyridineHCID 67225918—

Reaktionsschritte

A mixture of 2-fluoro-4-iodo-5-methylpyridine (1.9 g), 4-chlorophenylboronic acid (1.504 g), tetrakis(triphenylphosphine)palladium(0) (0.463 g), and sodium carbonate (2.55 g) in ethanol (20 mL), water (10 mL) and toluene (10 mL) was heated under reflux for 6 hours. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was separated, and the aqueous layers were extracted with additional ethyl acetate three times. The combined organic layers were washed with brine, dried over MgSO4, filtered, and concentrated. The residue was purified with flash column chromatography on silica gel using 5% ethyl acetate in hexanes to give the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08563735B2
Quelldatensatzuspto-grants-2013_10
ORD IDord-dbf11ef4bc594fa29b301dde18df79f9
Quellennotizuspto-grants-2013_10