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Synthesis 2009(4): 561-566  
DOI: 10.1055/s-0028-1083336
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Rapid Synthesis of 3-Aminoisoquinoline-5-sulfonamides Using the Buchwald-Hartwig Reaction

Nicolas Proisy, Stephen Taylor, Andrew Nelson, Ian Collins*
Cancer Research UK Centre for Cancer Therapeutics, The Institute of Cancer Research, 15 Cotswold Road, Sutton, Surrey, SM2 5NG, UK
Fax: +44(208)7224216; e-Mail: ian.collins@icr.ac.uk;
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Publication History

Received 19 August 2008
Publication Date:
27 January 2009 (online)

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Abstract

A rapid synthesis of previously unreported 3-aminoisoquinoline-5-sulfonamides related to known kinase inhibitors was achieved by a two-step sequential reaction of 3-chloro-5-isoquinolinesulfonyl chloride with amines. Palladium-catalysed C-N bond formation was used to introduce arylamine, alkylamine, and unsubstituted amino groups at C-3 of the isoquinoline.

Key words

palladium catalysis - amination - isoquinolines - sulfon­amides

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