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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 661628Erstellt: 26. Oktober 2026

Potassium Carbonate → 4-chloro-3-(6-chloro-4-methyl-pyridin-3-yl)-N-(2-hydroxy-phenyl)-N-methyl-benzamide

https://huagongshe.com/reaction/661628

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt5-Bromo-2-chloro-4-methylpyridineHCID 2734427—
Edukt4-chloro-N-(2-hydroxy-phenyl)-N-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzamideHCID 68603028—
KatalysatorHCID 178418397HCID 178418397—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt4-chloro-3-(6-chloro-4-methyl-pyridin-3-yl)-N-(2-hydroxy-phenyl)-N-methyl-benzamideHCID 86642571119,2%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A mixture of 4-chloro-N-(2-hydroxy-phenyl)-N-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzamide (100 mg, 0.26 mmol, Step 8A), 5-bromo-2-chloro-4-methyl-pyridine (200 mg, 0.52 mmol), Pd(PPh3)4 (30 mg, 0.026 mmol), K2CO3 (180 mg, 1.3 mmol) in dioxane (2.5 mL), was heated at 100° C. for 12 hrs. The mixture was dried in vacuo in the presence of silica gel and directly chromatographed on silica gel (eluent: ethyl acetate/hexane (1/4 up to 2/3)) to yield 4-chloro-3-(6-chloro-4-methyl-pyridin-3-yl)-N-(2-hydroxy-phenyl)-N-methyl-benzamide (120 mg). MS [M+H]: 387.0; tR=2.27 min. (method 1)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08084614B2
Quelldatensatzuspto-grants-2011_12
ORD IDord-cce60db13ef1429fa6f6a7b13a124a28
Quellennotizuspto-grants-2011_12