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Synthesis 2007(7): 981-983  
DOI: 10.1055/s-2007-965978
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York

A Microwave-Assisted Alternative Synthesis of 8-Amino-2-methyl-3,4-dihydroisoquinoli­n-1-one

Steve C. Glossop*
AstraZeneca Plc., Alderley Park, Macclesfield, Cheshire, SK10 4TG, UK
Fax: +44(1625)586707; e-Mail: steve.glossop@astrazeneca.com;
Further Information

Publication History

Received 29 November 2006
Publication Date:
12 March 2007 (online)

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Abstract

A shorter, alternative synthesis of 8-amino-2-methyl-3,4-dihydroisoquinolin-1-one is described in 32% overall yield, over three steps starting from commercially available 2-methyl-6-nitrobenzonitrile. The synthesis includes two ‘one-pot’ procedures in which the key process involves the microwave-assisted hydrolysis of a nitrile group followed by lactamization under elevated temperatures.

Key words

lactam - microwaves - cyclization - Bredereck’s reagent - isoquinolinone

    References

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