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Reactions with dimethylformamide-dimethylacetal: Synthesis and reactions of several new pyridine and pyrazolo[3,4-b]pyridine derivatives

✍ Scribed by Mohamed A. A. Elneairy; Mohamed A. M. Gad-Elkareem; Adel M. Taha

Publisher: John Wiley and Sons
Year: 2007
Tongue: English
Weight: 177 KB
Volume: 18
Category: Article
ISSN: 1042-7163
DOI: 10.1002/hc.20312

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✦ Synopsis

Abstract

6‐Aminopyridine‐2(1H)‐thiones 1a,b reacted with dimethylformamide‐dimethylacetal (DMF‐DMA) to give the corresponding 6‐{[(N,N‐dimethylamino)methylene]amino}pyridine derivatives 2a,b. The latter compounds reacted with hydrazine hydrate to afford the 3,6‐diamino‐1H‐pyrazolo[3,4‐b]pyridine derivative 4 and 3‐amino‐5‐hydrazino‐1H‐pyrazolo[4′,3′:5,6]pyrido[2,3‐d]pyrimidine derivative 7, respectively. Compound 4 condensed with DMF‐DMA to yield the 3,6‐bis{[(N,N‐dimethylamino)methylene]amino}‐1H‐pyrazolo[3,4‐b]pyridine derivative 10, which reacted with malononitrile to give the corresponding pyridopyrazolopyrimidine derivative 15. © 2007 Wiley Periodicals, Inc. Heteroatom Chem 18:399–404, 2007; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20312

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