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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 218188Erstellt: 25. Oktober 2026

Cesium carbonate → 4-tert-butyl-N-(5-chloro-2-pyrazolo[4,3-b]pyridin-1-yl-pyridin-3-yl)-benzenesulfonamide

https://huagongshe.com/reaction/218188

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
Edukttrans-N,N'-dimethyl-1,2-cyclohexanediamineHCID 2733821—
Edukt1H-Pyrazolo(4,3-b)pyridineHCID 21643653—
EduktN-(2-bromo-5-chloro-pyridin-3-yl)-4-tert-butyl-benzenesulfonamideHCID 57942597—
KatalysatorCopper iodideHCID 83717—
LösungsmittelWaterHCID 962—
LösungsmittelEthyl AcetateHCID 8857—
LösungsmittelDimethylacetamideHCID 31374—
Produkt4-tert-butyl-N-(5-chloro-2-pyrazolo[4,3-b]pyridin-1-yl-pyridin-3-yl)-benzenesulfonamideHCID 25134400—

Reaktionsschritte

A solution of N-(2-bromo-5-chloro-pyridin-3-yl)-4-tert-butyl-benzene sulfonamide (226 mg, 0.559 mmol), 1H-pyrazolo[4,3-b]pyridine (100 mg, 0.839 mmol), trans-N,N′-dimethyl-cyclohexane-1,2-diamine (18 μL, 0.112 mmol), copper iodide (22 mg, 0.112 mmol), and cesium carbonate (383 mg, 1.17 mmol) in 2 mL of N,N-dimethylacetamide was heated at 130° C. for 2 hours. Ethyl acetate and water were added and the layers were separated. The organic layer was washed with brine, dried over magnesium sulfate, filtered, and concentrated in vacuo. The crude reside was subsequently purified by flash column chromatography (0-100% ethyl acetate in hexanes) to afford 4-tert-butyl-N-(5-chloro-2-pyrazolo[4,3-b]pyridin-1-yl-pyridin-3-yl)-benzenesulfonamide: MS (ES) M+H expected 442.1, found 442.0.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08198309B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-9f69bbd2270d431e93a1596e7ff85aa5
Quellennotizuspto-grants-2012_06