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Novel synthetic protocol toward pyrazolo[3,4-h]-[1,6]naphthyridines via Friedlander condensation of new 4-aminopyrazolo[3,4-b]pyridine-5-carbaldehyde with reactive α-methylene ketones

Novel pyrazolo[3,4‐h][1,6]naphthyridine derivatives 6, 8, 9, 11, 13, and 15 have been synthesized by Friedlander condensation of new 4‐amino‐3‐methyl‐1‐phenyl‐1H‐pyrazolo[3,4‐b]pyridine‐5‐carbaldehyde (o‐aminoaldehyde) 4 with active methylene ketones, such as symmetric acetone 5a, monoalkylketones 5...

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Bibliographic Details
Published in:Journal of heterocyclic chemistry 2011-03, Vol.48 (2), p.295-300
Main Authors: Jachak, Madhukar N., Bagul, Sandeep M., Kazi, Muddassar A., Toche, Raghunath B.
Format: Article
Language:English
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Summary:Novel pyrazolo[3,4‐h][1,6]naphthyridine derivatives 6, 8, 9, 11, 13, and 15 have been synthesized by Friedlander condensation of new 4‐amino‐3‐methyl‐1‐phenyl‐1H‐pyrazolo[3,4‐b]pyridine‐5‐carbaldehyde (o‐aminoaldehyde) 4 with active methylene ketones, such as symmetric acetone 5a, monoalkylketones 5b, 5c, 5d, 5e, 5f, 5g, 5h, 5i, 5j, 5k, unsymmetrical dialkyl ketones 7a, 7b, p‐bromophenylacetonitrile 10, β‐ketoester 12a, β‐ketoamide 12b, or diethyl malonate 14, respectively. J. Heterocyclic Chem., (2011).
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.242