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-00000083.xml
Synlett 2001; 2001(12): 1917-1920
DOI: 10.1055/s-2001-18758
DOI: 10.1055/s-2001-18758
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.
Combinatorial Synthesis of 5-Aryl-[1,2,4]-triazolo-[1,5-a]-pyridine Derivatives as Potential Inhibitors of the Adenosine 2A Receptor
Further Information
Publication History
Publication Date:
04 December 2001 (online)
A novel and efficient 4-step synthesis of 2,4-diamino-4-bromo-pyridine 4 in 56% overall yield by a double Curtius rearrangement as a key step is reported. N-amination of 2,4-diamino-4-bromo-pyridine 4 with O-mesitylenesulfonylhydroxylamine 10 and subsequent reaction with aldehydes yielded, upon oxidative ring-closure, 5-bromo-triazolopyridines 2a-2f. Thereafter, from a combinatorial parallel Suzuki cross-coupling reaction 260 previously non-described 5-aryl-[1,2,4]-triazolo-[1,5-a]-pyridines 1 were obtained in acceptable overall yield.
Adenosine 2A - double-Curtius rearrangement - N-amination - Suzuki cross-coupling reaction - 7-amino-triazolopyridine derivatives