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Synthesis 2005(15): 2503-2506  
DOI: 10.1055/s-2005-872088
PAPER
© Georg Thieme Verlag Stuttgart · New York

A Practical, Efficient Synthesis of 5-Amino-7-azaindole

Stuart E. Pearson*a, Santosh Nandanb
a AstraZeneca Plc., Alderley Park, Macclesfield, Cheshire SK10 4TG, UK
Fax: +44(1625)513910; e-Mail: stuart.pearson@astrazeneca.com;
b AstraZeneca Pvt. Ltd. (R&D), Bellary Road, Hebbal, Bangalore 560 024, India
Fax: +91(80)23621214; e-Mail: santosh.nandan@astrazeneca.com;
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Publikationsverlauf

Received 10 March 2005
Publikationsdatum:
20. Juli 2005 (online)

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Abstract

A much improved, workable synthesis of 5-amino-7-azaindole is described in 66% overall yield starting from 2-amino-5-nitropyridine. The key stage involves a microwave promoted heteroannulation reaction of a pyridine alkyne.

Key words

azaindoles - alkynes - copper - cyclizations - microwaves

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Compound synthesised on 10-g scale using this method by GVK Biosciences Pvt. Ltd. 210, My Home Tycoon, 6-3-1192, Kundan Bagh, Begumpet, Hyderabad - 500016, India.