Regioselective Halogenation of 6-Azaindoles: Efficient Synthesis of 3-Halo-2,3-disubstituted-6-azaindole Derivatives

Fabrice Gallou; Jonathan T. Reeves; Zhulin Tan; Jinhua J. Song; Nathan K. Yee; Scot Campbell; Paul-James Jones; Chris H. Senanayake

doi:10.1055/s-2005-872680

LETTER

Regioselective Halogenation of 6-Azaindoles: Efficient Synthesis of 3-Halo-2,3-disubstituted-6-azaindole Derivatives

Fabrice Gallou*^a, Jonathan T. Reeves^a, Zhulin Tan^a, Jinhua J. Song^a, Nathan K. Yee^a, Scot Campbell^b, Paul-James Jones^b, Chris H. Senanayake^a
^a Department of Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., 900 Ridgebury Rd, P.O. Box 368, Ridgefield, CT 06877-0368, USA
^b Department of Analytical Sciences, Boehringer Ingelheim Pharmaceuticals, Inc., 900 Ridgebury Rd, P.O. Box 368, Ridgefield, CT 06877-0368, USA
Fax: +1(203)7916130; e-Mail: fgallou@rdg.boehringer-ingelheim.com;

Abstract

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Abstract

A mild and efficient synthesis of 3-halo-2-substituted-6-azaindoles was developed by regioselective halogenation of 6-azaindole systems. The transformation was achieved with copper(II) bromide in acetonitrile at room temperature.

Key words

regioselective halogenation of 6-azaindoles - pyrrolopyridine - copper (II) bromide

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