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Authors
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Banerjee, S. ; Voit, B. ; Heinrich, G. ; Böhme, F.
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Title
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A new versatile synthesis of 4-substituted diaminopyridine derivatives
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Date
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02.05.2012
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Number
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31702
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Abstract
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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.
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Publisher
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Tetrahedron Letters
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Wikidata
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Citation
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Tetrahedron Letters 53 (2012) 2236-2238
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DOI
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https://doi.org/10.1016/j.tetlet.2012.02.089
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Tags
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substituted diaminopyridine chichibabin reaction nucleophilic substitution heterocyclic compounds binding thiols
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