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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1432241Erstellt: 26. Oktober 2026

Dimethylformamide → 1-Benzenesulfonyl-2-(5-ethoxycarbonylpyridin-2-yl)-5-methanesulfonylindole

https://huagongshe.com/reaction/1432241

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktPotassium AcetateHCID 517044—
Edukt1-Benzenesulfonylamino-2-iodo-4-methanesulfonylbenzeneHCID 22504376—
Edukt5-Ethoxycarbonyl-2-trimethylsilylethynylpyridineHCID 22504397—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelWaterHCID 962—
LösungsmittelEthyl AcetateHCID 8857—
Produkt1-Benzenesulfonyl-2-(5-ethoxycarbonylpyridin-2-yl)-5-methanesulfonylindoleHCID 2250440931,5%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A mixture of 5-ethoxycarbonyl-2-trimethylsilylethynylpyridine (3.80 g), 2-benzenesulfonylamino-3-iodo-5-methanesulfonylbenzene (3.50 g), potassium acetate (6.00 g), cuprous iodide (75 i mg), dichlorobis(triphenylphosphine)palladium (0.27 g) and N,N-dimethylformamide (10 ml) was stirred under nitrogen atmosphere at 100° C. for 8 hours. To the reaction solution was then added water and ethyl acetate. The insolubles were filtered off. The filtrate was extracted with ethyl acetate and washed with a saturated aqueous NaCl solution, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (methanol:dichloromethane=1:100) to obtain 1.22 g of the desired product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07612070B2
Quelldatensatzuspto-grants-2009_11
ORD IDord-750ff15a8cd8422089bcbb432e669840
Quellennotizuspto-grants-2009_11