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Directed solid-phase synthesis of trisubstituted imidazo[4,5-c]pyridines and imidazo[4,5-b]pyridines
B. Lemrová, P. Smyslová, I. Popa, T. Oždian, P. Zajdel, M. Soural,
Jazyk angličtina Země Spojené státy americké
Typ dokumentu časopisecké články, práce podpořená grantem
PubMed
25046560
DOI
10.1021/co500090t
Knihovny.cz E-zdroje
- MeSH
- aldehydy chemie MeSH
- imidazoly chemická syntéza MeSH
- indikátory a reagencie MeSH
- isomerie MeSH
- pyridiny chemická syntéza MeSH
- techniky syntézy na pevné fázi * MeSH
- vztahy mezi strukturou a aktivitou MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
An efficient method is described for the solid-supported synthesis of imidazo[4,5-b]pyridines and imidazo[4,5-c]pyridines from 2,4-dichloro-3-nitropyridine. The key pyridine building block was reacted with polymer-supported amines, followed by replacement of the second chlorine with amines, nitro group reduction, and imidazole ring closure with aldehydes. Depending on the combination of polymer-supported and solution-phase reagents, the strategy allowed for the simple preparation of the target trisubstituted derivatives with variable positioning of the pyridine nitrogen atom. Additionally, after a slight modification of the method, the preparation of strictly isomeric imidazopyridines was possible.
Citace poskytuje Crossref.org
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