Paper
The synthesis of various chloroimidazo[4,5‐c]pyridines and related derivatives
Published Jun 1, 1965 · R. Rousseau, R. K. Robins
Journal of Heterocyclic Chemistry
48
Citations
2
Influential Citations
Abstract
A new and convenient route to the synthesis of 4-chloroimidazo[4,5-c]pyridine (IV) has been devised. The preparation of 6-chloroimidazo[4,5-c]pyridine (IX) and 4,6-dichloroimidazo[4, 5-c]pyridine (XX) has been accomplished for the first time by ring closure of the requisite Chloro-3.4-diaminopyridines with ethyl orthoformate and acetic anhydride. Ring closure of 2,4,5-triaminopyridine (XI) with ethyl orthoformate and acetic anhydride gave 6-aminoimidazo[4, 5-c]pyridine (XII). Imidazo[4, 5-c]pyridine-4-thione (XXI has been prepared from 4-chloroimidazo[4, 5-c]pyridine.
This study demonstrates a new method for synthesising various chloroimidazo[4,5-c]pyridines and related derivatives, with potential applications in organic synthesis and drug discovery.
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