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Synthesis of 2-(1-methyl-1,2,5,6-tetrahydropyridin-3-yl)benzimidazoles

✍ Scribed by Myung Hee Jung; Jung Mee Park; Ihl-Young Choi Lee; Mija Ahn


Publisher
Journal of Heterocyclic Chemistry
Year
2003
Tongue
English
Weight
81 KB
Volume
40
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

A useful approach for the synthesis of pharmacologically active tetrahydropyridinylbenzimidazoles is described. 2‐Pyridin‐3‐ylbenzimidazoles 3a‐d have been synthesized by condensation of 3‐pyridinecarbox‐aldehyde 1 with substituted 1,2‐phenylenediamines 2a‐d following oxidative cyclization with iodobenzene diacetate. Methylation of 3a‐d with iodomethane and potassium hydroxide, subsequent formation of methylpyridinium salts 4a‐d and 7a‐d and reduction thereafter afforded tetrahydropyridinylbenzimidazoles 5a‐d and 8a‐d.


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