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Chemistry of Heterocyclic Compounds

, Volume 55, Issue 8, pp 768–772 | Cite as

Synthesis of 2-(1-aryl-1H-tetrazol-5-yl)-thieno[2,3-b]pyridine derivatives

  • Nikolai Yu. KoltsovEmail author
Article
  • 22 Downloads

Alkylation of 4,6-dimethyl-2-sulfanylpyridine-3-carbonitrile with 1-aryl-5-(chloromethyl)-1H-tetrazoles yielded 2-{[(1-aryl-1H-tetrazol-5-yl)methyl]sulfanyl}-4,6-dimethylpyridine-3-carbonitriles, which easily cyclize by the action of bases to form 2-(1H-tetrazol-5-yl)-thieno[2,3-b]pyridine derivatives. The use of excess base in the alkylation step leads to direct formation of cyclized products in high yields.

Keywords

1-aryl-(5-chloromethyl)-1H-tetrazole 2-{[(1H-tetrazol-5-yl)methyl]sulfanyl}pyridine 2-(1H-tetrazol-5-yl)thieno[2,3-b]-pyridine alkylation bioisostere heterocyclization 

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Authors and Affiliations

  1. 1.Ukrainian State Chemical Technology UniversityDniproUkraine

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