An Improved Synthesis of Methyl 1,3-Dihydro-2H-pyrrolo[3,4-b]quinoline-2-carboxylate

Rufine Akue-Gedu; Philippe Gautret; Jean-Pierre Lelieur; Benoît Rigo

doi:10.1055/s-2007-990821

PAPER

An Improved Synthesis of Methyl 1,3-Dihydro-2H-pyrrolo[3,4-b]quinoline-2-carboxylate

Rufine Akue-Gedu^a, Philippe Gautret*^a, Jean-Pierre Lelieur^b, Benoît Rigo*^a
^a Groupe de Recherche sur l’Inhibition de la Prolifération Cellulaire, EA 2692, Ecole des Hautes Etudes d’Ingénieur, 13 rue de Toul, 59046 Lille, France
Fax: +33(3)28384804; e-Mail: philippe.gautret@hei.fr; e-Mail: rigo@hei.fr ;
^b Laboratoire de Spectrochimie Infrarouge et Raman, CNRS UMR 8516, Ecole des Hautes Etudes d’Ingénieur, 13 rue de Toul, 59046 Lille, France

Abstract

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Abstract

Optimization of an old route leads very easily, in four steps, to methyl 1,3-dihydro-2H-pyrrolo[3,4-b]quinoline-2-carboxylate in 45% yield from commercial starting materials. This procedure can be compared to recently described methods whose yields were only 23-28% and required five to seven steps from advanced intermediates and chromatographic purifications. Moreover, using this method, the title compound can now be obtained in large quantities.

Key words

heterocycles - quinolines - pyrrolidinones - Friedländer condensation - 1,3-dihydro-2H-pyrrolo[3,4-b]quinolines

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References

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