A new versatile synthesis of 4-substituted diaminopyridine derivatives

Research output: Contribution to journalResearch articleContributedpeer-review

Contributors

Abstract

A new convenient method for the synthesis of substituted 2,6-diacetamido pyridines has been developed. It starts from 4-hydroxypyridine and comprises the introduction of the amino groups by the Chichibabin reaction. After several protection and deprotection steps 2,6-diacetamido-4-hydroxy pyridine is obtained, which is regarded as a key compound for the synthesis of various substituted 2,6-diacetamido pyridines. It is shown that the free hydroxy group is susceptible for nucleophilic substitution. This provides an easy access to the introduction of different functional groups at 4-position of 2,6-diacetamido pyridine. The advantages over other procedures described in the literature are discussed. (c) 2012 Elsevier Ltd. All rights reserved.

Details

Original languageEnglish
Pages (from-to)2236-2238
Number of pages3
JournalTetrahedron Letters
Volume53
Issue number17
Publication statusPublished - 25 Apr 2012
Peer-reviewedYes

External IDs

WOS 000302587800022
Scopus 84858699345
ORCID /0000-0002-4531-691X/work/148607882

Keywords

Keywords

  • Chichibabin reaction, Heterocyclic compounds, Nucleophilic substitution, Substituted diaminopyridine