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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 573655Erstellt: 25. Oktober 2026

Potassium Carbonate → 3-Chloro-N-[2-(4-isoquinolinyl)-3,6-dimethylthieno[2,3-b]pyridin-4-yl]benzenesulfonamide

https://huagongshe.com/reaction/573655

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
EduktIsoquinoline-4-boronic acidHCID 3761204—
EduktN-(2-bromo-3,6-dimethylthieno[2,3-b]pyridin-4-yl)-3-chlorobenzenesulfonamideHCID 68324042—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelWaterHCID 962—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt3-Chloro-N-[2-(4-isoquinolinyl)-3,6-dimethylthieno[2,3-b]pyridin-4-yl]benzenesulfonamideHCID 6832390737,2%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

To a solution of N-(2-bromo-3,6-dimethylthieno[2,3-b]pyridin-4-yl)-3-chlorobenzenesulfonamide (Example 77) (100 mg, 0.232 mmol) in 1,4-dioxane (2 mL) and water (1 mL) was added 4-isoquinolinylboronic acid (40.1 mg, 0.232 mmol), bis(triphenylphosphine)palladium(II) chloride (16.26 mg, 0.023 mmol) and potassium carbonate (112 mg, 0.811 mmol) and the mixture heated at 100° C. for 1 h using a microwave reactor. The mixture was then filtered through celite, washing with ethyl acetate (30 mL) and the filtrate evaporated to dryness. The residue was then purified by MDAP (acidic conditions), to afford the title compound (41.45 mg). LCMS (A) m/z: 480 [M+1]+, Rt 1.13 min (acidic).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09029545B2
Quelldatensatzuspto-grants-2015_05
ORD IDord-df96f4948d40466e8266fbf0709b341c
Quellennotizuspto-grants-2015_05