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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1815383Erstellt: 25. Oktober 2026

Piperidine → 3-{3-[4-(2-Carboxy-ethyl)-3-methyl-1H-pyrrol-2-ylmethylene]-2-oxo-2,3-dihydro-1H-indol-5-yl}-propionic acid

https://huagongshe.com/reaction/1815383

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPiperidineHCID 8082—
Edukt3-(5-formyl-4-methyl-1H-pyrrol-3-yl)propanoic acidHCID 15160752—
Edukt5-(2-Carboxyethyl)-2-oxindoleHCID 21925702—
LösungsmittelEthanolHCID 702—
Produkt3-{3-[4-(2-Carboxy-ethyl)-3-methyl-1H-pyrrol-2-ylmethylene]-2-oxo-2,3-dihydro-1H-indol-5-yl}-propionic acidHCID 6903437766%

Reaktionsschritte

4-(2-Carboxyethyl)-2-formyl-3-methylpyrrole (90.6 mg), 102.6 mg 5-carboxyethyl-2-oxindole and 75 μL piperidine in 2 mL of ethanol were heated at 95° C. for 5 hours. The reaction mixture was cooled and concentrated. The residue was suspended in 6 N aqueous hydrochloric acid. The precipitate was filtered, washed with water to pH 6 and dried in a vacuum oven overnight. The crude solid was purified by chromatography a silica gel column eluting with ethyl acetate-hexane-acetic acid to give 121 mg (66%) of the title compound as a yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06878733B1
Quelldatensatzuspto-grants-2005_04
ORD IDord-01e421fcc8aa4ae78610affb6b2e1130
Quellennotizuspto-grants-2005_04