Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000084.xml
Synthesis 2011(1): 133-141
DOI: 10.1055/s-0030-1258339
DOI: 10.1055/s-0030-1258339
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
3-Methoxalylchromone - A Versatile Reagent for the Regioselective Synthesis of 1-Desazapurine
Further Information
Publication History
Received
7 October 2010
Publication Date:
26 November 2010 (online)


Abstract
The reaction of 5-amino-1H-imidazoles with 3-methoxalylchromone provided a set of imidazo[4,5-b]pyridines (1-desazapurines) bearing the CO2Me substituent at the α-position of the pyridine core. The corresponding acids were synthesized by subsequent hydrolysis of the ester function. Being typical purine isosteres, 1-desazapurines are considered to be potent pharmacophores, and are widely used in drug design and medicinal chemistry.
Key words
3-methoxalylchromone - 5-aminoimidazoles - imidazo[4,5-b]pyridines - 1-desazapurines - cyclocondensations