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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
Author(s) -
Shah Hetal C.,
Shah Vaishali H.,
Desai Nirmal D.
Publication year - 2009
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.237
Subject(s) - chemistry , pyridine , carboxylate , catalysis , ethyl acetate , phase (matter) , ethyl ester , organic chemistry , medicinal chemistry , stereochemistry
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).