Preparation of Novel 2,3,8-Trisubstituted
Pyrido[3,4-b]pyrazines
and Pyrido[2,3-b]pyrazines

Maud Antoine; Michael Czech; Matthias Gerlach; Eckhard Günther; Tilmann Schuster; Pascal Marchand

doi:10.1055/s-0030-1259429

PAPER

Preparation of Novel 2,3,8-Trisubstituted Pyrido[3,4-b]pyrazines and Pyrido[2,3-b]pyrazines

Maud Antoine^a, Michael Czech^b, Matthias Gerlach^b, Eckhard Günther^b, Tilmann Schuster^b, Pascal Marchand*^a
^a Université de Nantes, Nantes Atlantique Universités, Laboratoire de Chimie Thérapeutique, Cibles et Médicaments des Infections, de l’Immunité et du Cancer, IICiMed UPRES EA 1155, Faculté de Pharmacie, 1 rue Gaston Veil, 44035 Nantes, France
Fax: +33(2)40412876; e-Mail: pascal.marchand@univ-nantes.fr;
^b Æterna Zentaris GmbH, Weismuellerstr. 50, 60314 Frankfurt am Main, Germany

Abstract

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Abstract

A four-step synthesis of 8-bromo-2,3-disubstituted pyrido[3,4-b]pyrazines and a six-step synthesis of 8-amino-2,3-disubstituted pyrido[3,4-b]pyrazines have been developed. A particularly valuable feature of this synthetic route is the possibility to build 2,3-disubstituted pyrido[3,4-b]pyrazines with a large variety of substituents in position 8 (aniline, amide, urea, thiourea). Our protocol was extended to the synthesis of 2,3,8-trisubstituted pyrido[2,3-b]pyrazines.

Key words

pyrido[3,4-b]pyrazine - pyrido[2,3-b]pyrazine - diaminopyridine - urea - thiourea - amide

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Referenzen

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