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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 36887Erstellt: 23. Oktober 2026

Toluene → 5-chloro-2-methyl-3-[[1-[2-(1H-pyrrol-1-yl)ethyl]piperidin-4-yl]thio]-1H-indole

https://huagongshe.com/de/reaction/36887

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
EduktSodium CarbonateHCID 10340—
Edukt1-(2-Iodoethyl)-1H-pyrroleHCID 11770011—
Edukt5-chloro-2-methyl-3-(piperidin-4-ylthio)-1H-indoleHCID 15229271—
LösungsmittelWater methylene chlorideHCID 21908982—
Produkt5-chloro-2-methyl-3-[[1-[2-(1H-pyrrol-1-yl)ethyl]piperidin-4-yl]thio]-1H-indoleHCID 19936622—

Reaktionsschritte

A toluene solution (100 ml) of 5-chloro-2-methyl-3-(piperidin-4-ylthio)-1H-indole (1.09 g, prepared in Example 18), sodium carbonate (0.78 g) and 1-(2-iodoethyl)-1H-pyrrole (0.92 g, prepared according to GALEAZZI, E.; GUZMAN, A.; PINEDO, A.; SALDANA, A.; TORRE, D.; MUCHOWSKI, J. M., Can. J. Chem. (1983) 61, 454-60) is refluxed for 15 hours. The reaction mixture is taken up in a water/dichloromethane mixture. The organic phase is dried over magnesium sulfate and concentrated. The residue is chromatographed on silica gel (eluent: CH2Cl2 /MeOH:90/10) to give 5-chloro-2-methyl-3-[[1-[2-(1H-pyrrol-1-yl)ethyl]piperidin-4-yl]thio]-1H-indole (0.9 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05418242
Quelldatensatzuspto-grants-1995_05
ORD IDord-004b306ad62141d38d2ed9eea186b3c9
Quellennotizuspto-grants-1995_05