PROCESS FOR PREPARING ETHYL 6-BROMO-5-HYDROXY-4- DIMETHYLAMINOMETHYL-1-METHYL-2-PHENYLTHIOMETHYLINDOLE-3- CARBOXYLATE HYDROCHLORIDE MONOHYDRATE AND A PHARMACEUTICAL PREPARATION CONTAINING THE SAME HAVING THE ANTIVIRAL, INTERFERON-INDUCING AND IMMUNOMODULATORY EFFECTS

PROCESS FOR PREPARING ETHYL 6-BROMO-5-HYDROXY-4- DIMETHYLAMINOMETHYL-1-METHYL-2-PHENYLTHIOMETHYLINDOLE-3- CARBOXYLATE HYDROCHLORIDE MONOHYDRATE AND A PHARMACEUTICAL PREPARATION CONTAINING THE SAME HAVING THE ANTIVIRAL, INTERFERON-INDUCING AND IMMUNOMODULATORY EFFECTS

A process for preparing a novel compound - ethyl 6-bromo-5-hydroxy-4-dimethylaminomethyl-1-methyl-2-phenyl-thiomethyl-3-carboxylate hydrochloride monohydrate of the following formula: involves treating ethyl 5-acetoxy-1,2-dimethylindole-3-car-boxylate with a brominating agent in an inert organic sol...

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Hauptverfasser: ZOTOVA, SVETLANA A, PADEISKAYA, ELENA N, KUBAR, OLGA I, ZLYDNIKOV, DMITRY M, TSYSHKOVA, NINA G, SAVINOVA, LJUDMILA A, YADROVSKAYA, VERA A, BOGDANOVA, NADEZHDA S, SAKHASCHIK, ZINAIDA M, KONOPLYANNIKOV, ANATOLY G, SVIRINA, EVGENIA A, PERSHIN, GRIGORY NIKOLAEVICH, KUTCHAK, SVETLANA N, SAFONOVA, LJUDMILA S, TROFIMOV, FEDOR A, SURINOV, BORIS P, KARPOVA, NINA A, SHVETSOVA, EVGENIA G, BRYANTSEVA, ELENA A, NIKOLAEVA, IRINA S, GRINEV, ALEXEI NIKOLAEVICH, SAVINA, ELENA P, FOMINA, ALLA N, PETERS, VALENTINA V
Format: Patent
Sprache:eng ; fre
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Zusammenfassung:A process for preparing a novel compound - ethyl 6-bromo-5-hydroxy-4-dimethylaminomethyl-1-methyl-2-phenyl-thiomethyl-3-carboxylate hydrochloride monohydrate of the following formula: involves treating ethyl 5-acetoxy-1,2-dimethylindole-3-car-boxylate with a brominating agent in an inert organic solvent under reflux, reacting the resultant ethyl 5-acetoxy-6-bromo-2-bromomethyl-1-methylindole-3-carboxylate to react with thiophenol in the presence of an alkali metal hydroxide or its alcoholate in an organic solvent, reacting the resultant ethyl 6-bromo-5-hydroxy-1-methyl-2-phenyl-thiomethylindole-3-carboxylate with an aminomethylating agent in an organic solvent at a temperature from 65.degree. to a temperature of refluxing the reaction mixture. The end product is then isolated from the resultant base-ethyl 6bromo-5-hydroxy-4-dimethylaminomethyl-1-2-phenylthiomet-hylindole-3-carboxylate. The compound according to the invention is an active principle of a pharmaceutical preparation having the antiviral, immunomodulatory and inerferon-inducing effect.