Synthesis of pyrazolopyridine 3-carboxylates by Friedlander condensation
✍ Scribed by Raghunath B. Toche; Dinesh C. Bhavsar; Muddassar A. Kazi; Sandeep M. Bagul; Madhukar N. Jachak
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2010
- Tongue
- English
- Weight
- 112 KB
- Volume
- 47
- Category
- Article
- ISSN
- 0022-152X
- DOI
- 10.1002/jhet.294
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✦ Synopsis
Abstract
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A series of 1,3,6‐trisubstituted and 1,3,5,6‐tetrasubstituted pyrazolo [3,4‐b] pyridines 5 have been synthesized by series of reactions on 1‐phenyl‐3‐carboxylate pyrazolone to obtain o‐aminoaldehyde, which undergo facile condensation with various α‐methylene ketones, nitriles, and esters, furnish fused pyridine derivative in good yield. J. Heterocyclic Chem., (2010).
📜 SIMILAR VOLUMES
## Abstract The general ability of appropriate pyridyl compounds (aldehyde or ketone) to undergo Friedländer condensation to give different 1,7‐naphthyridines has been demonstrated. 2,4‐Disubstituted 1,7‐naphthyridine **8** was prepared from 3‐amino‐4‐acetylpyridine (**6**) and ketone **4** (82%).
## Abstract Novel 4‐amino‐6‐chloroquinoline‐3‐carbaldehyde has been synthesized by synchronous reduction by lithium aluminiumhydride and finally oxidation with MnO~2~. Friedländer condensation of it with reactive methylenes furnished novel benzo[3,4‐__h__][1,6]naphthyridine derivatives. J. Heterocy