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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1782615Erstellt: 25. Oktober 2026

Cesium fluoride → 4-Acetylamino-3-chloro-6-(4-chloro-2-fluoro-5-methoxyphenyl)pyridine-2-carboxylic acid methyl ester

https://huagongshe.com/reaction/1782615

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium fluorideHCID 25953—
Edukt1,4-Bis(diphenylphosphino)butaneHCID 82124—
EduktMethyl 4-acetamido-3,6-dichloropyridine-2-carboxylateHCID 22677481—
Edukt2-(4-Chloro-2-fluoro-5-methoxyphenyl)-[1,3,2]-dioxaborinaneHCID 66954701—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelWaterHCID 962—
LösungsmittelAcetonitrileHCID 6342—
Produkt4-Acetylamino-3-chloro-6-(4-chloro-2-fluoro-5-methoxyphenyl)pyridine-2-carboxylic acid methyl esterHCID 6860059375%

Reaktionsschritte

A solution of 4-acetylamino-3,6-dichloropyridine carboxylic acid methyl ester (4.3 g, 0.016 mol), 2-(4-chloro-2-fluoro-5-methoxyphenyl)-[1,3,2]-dioxaborinane (4.5 g, 0.018 mol), cesium fluoride (3.5 g, 0.025 mol), and 1,4-bis(diphenylphosphino)butane (0.360 g, 0.0016 mol) in acetonitrile (100 mL) was degassed with nitrogen for 15 minutes before palladium acetate (0.180 g, 0.0016 mol) was added and the solution heated under reflux for 18 hours. Water (150 mL) was added and the resulting solid collected and dried to give 4-acetylamino-3-chloro-6-(4-chloro-2-fluoro-5-methoxyphenyl)pyridine-2-carboxylic acid methyl ester (4.5 g, 0.012 mol): mp 180-182° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07498468B2
Quelldatensatzuspto-grants-2009_03
ORD IDord-9d5521e78560442b906e15943c2ba77c
Quellennotizuspto-grants-2009_03