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A simple and expedient method for the synthesis of ethyl 3-amino-4,6-diarylthieno[2,3-b]pyridine-2-carboxylate

✍ Scribed by Hetal C. Shah; Vaishali H. Shah; Nirmal D. Desai

Publisher
Journal of Heterocyclic Chemistry
Year
2009
Tongue
English
Weight
136 KB
Volume
46
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

magnified image 2‐Chloro‐4,6‐diarylnicotinonitrile 1 was reacted with ethyl 2‐mercaptoacetate 2 to furnish ethyl 2‐(3‐cyano‐4,6‐diarylpyridin‐2‐ylthio)acetate 3 as intermediates. These intermediates were cyclized by Thorpe–Zeigler cyclization using solid–liquid phase‐transfer catalysis conditions to give ethyl 3‐amino‐4,6‐diarylthieno[2,3‐b]pyridine‐2‐carboxylate 4. One‐pot heterocyclization without isolating the intermediates was also achieved using solid–liquid phase transfer conditions. J. Heterocyclic Chem., (2009).

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