Synthesis of 3-(2-N,N-diethylaminoethoxy)indoles as potential 5-HT6 receptor ligands

Karolin Alex; Nicolle Schwarz; Vivek Khedkar; Iliyas Ali Sayyed; Annegret Tillack; Dirk Michalik; Jörg Holenz; José Luis Díaz; Matthias Beller

doi:10.1039/B802054J

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Synthesis of 3-(2-N,N-diethylaminoethoxy)indoles as potential 5-HT₆receptor ligands

Karolin Alex,^a Nicolle Schwarz,^a Vivek Khedkar,^a Iliyas Ali Sayyed,^a Annegret Tillack,^a Dirk Michalik,^a Jörg Holenz,^b José Luis Díaz^b and Matthias Beller*^a

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* Corresponding authors

^a Leibniz-Institut für Katalyse e.V. an der Universität Rostock, Albert-Einstein-Str. 29a, 18059 Rostock, Germany
E-mail: matthias.beller@catalysis.de
Web: www.catalysis.de
Fax: +49(381)1281-51113

^b Laboratories Dr. Esteve S.A., Av. Mare de Déu de Montserrat 221, E-08041 Barcelona, Spain

Abstract

The synthesis of new pharmaceutically interesting 3-(2-N,N-diethylaminoethoxy)indole derivatives is described. Starting from 3-silyloxy-2-methylindoles, deprotection and in situ aminoalkylation provided 3-(2-N,N-diethylaminoethoxy)indoles in good yield. Further sulfonylation of these novel indoles gave access to potential 5-HT₆ receptor ligands.

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Article information

DOI: https://doi.org/10.1039/B802054J
Article type: Paper
Submitted: 05 Feb 2008
Accepted: 05 Mar 2008
First published: 31 Mar 2008

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Org. Biomol. Chem., 2008,6, 1802-1807

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Synthesis of 3-(2-N,N-diethylaminoethoxy)indoles as potential 5-HT₆ receptor ligands

K. Alex, N. Schwarz, V. Khedkar, I. A. Sayyed, A. Tillack, D. Michalik, J. Holenz, J. L. Díaz and M. Beller, Org. Biomol. Chem., 2008, 6, 1802 DOI: 10.1039/B802054J

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Organic & Biomolecular Chemistry