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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1056543Erstellt: 25. Oktober 2026

Vilazodone → 3-(4-oxobutyl)-1H-indole-5-carbonitrile

https://huagongshe.com/reaction/1056543

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktVilazodoneHCID 6918314—
Edukt3-(4-Hydroxybutyl)-1H-indole-5-carbonitrileHCID 12150985—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt3-(4-oxobutyl)-1H-indole-5-carbonitrileHCID 17748065—

Reaktionsschritte

According to another synthetic process described in US'916 patent, vilazodone is prepared by reacting 3-(4-hydroxybutyl)-1H-indole-5-carbonitrile with sulfur trioxide/pyridine complex in dimethylsulfoxide to produce a reaction mass, followed by customary work up and then concentrating the resulting mass to produce an oily residue. The resulting residue is then chromatographed on silica gel using a mixture of dichloromethane and methyl tert-butyl ether to produce 3-(4-oxobutyl)-1H-indole-5-carbonitrile. The oxobutyl compound is reacted with 5-(1-piperazinyl)benzofuran-2-carboxamide in the presence of sodium cyanoborohydride to produce vilazodone free base, which is further treated with aqueous hydrochloric acid to produce vilazodone hydrochloride.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09399630B2
Quelldatensatzuspto-grants-2016_07
ORD IDord-4e785f5ef8514b6985af6e7f5bbba3b2
Quellennotizuspto-grants-2016_07