The Use of Pinner Type Reaction for the Synthesis of New Indeno[2,1-c]pyridine-4-carbonitrile Derivatives

An efficient and convenient route was developed for the synthesis of new pyridinecarbonitrile derivatives by using the Pinner type of reaction. The 2‐((E)‐2‐((dimethylamino)methylene)‐1,2‐dihydro‐5,6‐dimethoxyinden‐3‐ylidene) malononitrile 2 was reacted in the presence of dry HCl gas to yield 3‐chlo...

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Bibliographic Details
Published in:Journal of heterocyclic chemistry 2015-01, Vol.52 (1), p.150-155
Main Authors: Nikam, Prashant S., Patil, Shivaraj P., Kanawade, Shrikant B., Gangurde, Sachin A., Rathi, Meenakshi, Toche, Raghunath B.
Format: Article
Language:English
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Summary:An efficient and convenient route was developed for the synthesis of new pyridinecarbonitrile derivatives by using the Pinner type of reaction. The 2‐((E)‐2‐((dimethylamino)methylene)‐1,2‐dihydro‐5,6‐dimethoxyinden‐3‐ylidene) malononitrile 2 was reacted in the presence of dry HCl gas to yield 3‐chloro‐6,7‐dimethoxy‐9H‐indeno[2,1‐c]pyridine‐4‐carbonitrile (3) in good yield. The SNAr reaction on compound 3 with various nucleophiles yielded 3‐substituted pyridinecarbonitriles 4, 5, 6, 7, 8, 9 in moderate to good yield.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.1990