background and overview of application examples of 6-aminopyridineboronic acid
6-aminopyridineboronic acid is a boronic acid derivative of bromopyridine. boronic acid derivatives are widely used in organic synthesis for the formation of carbon-carbon bonds. in the suzuki coupling, aryl halides and aryl or vinyl borates or boronic acids are coupled using pd(pph3)4. 6-aminopyridineboronic acid can be prepared from benzophenone and 2-amino-5-bromopyridine first, 5-bromo-n-(diphenylmethylene)-2-pyridinamine, and then reacted with boric acid through butyllithium as a base. it is obtained by deprotecting triisopropyl ester after reaction.
application examples of 6-aminopyridineboronic acid
6-aminopyridineboronic acid can be used to prepare irak4 inhibitors with the following structure. irak4 is recognized as an important pharmacological target for the treatment of chronic inflammatory diseases. it is a ubiquitously expressed serine/threonine kinase that is directly involved in innate inflammatory signaling nstream of the toll-like receptor (tlr) and interleukin 1 (il-1) receptor families. selective small molecule inhibitors of irak4 may have therapeutic value in treating cytokine-driven autoimmune diseases while avoiding extensive immunosuppressive side effects. additionally, recent studies suggest that targeting irak4 may be useful in other inflammatory pathologies, such as atherosclerosis and diffuse large b-cell lymphoma. therefore, inhibitors of irak4 kinase activity are potential therapies for a variety of diseases caused by cyanobenzene borates, such as autoimmune diseases, inflammation, cardiovascular diseases, cancer, and metabolic diseases.
references
[1] [chinese invention, chinese invention authorization] cn201480025409.7 method for preparing aminoarylboronic acid, aminoheteroarylboronic acid and ester
[2] from pct int. appl., 2020106059, 28 may 2020
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