Friedländer condensation of 5-aminopyrazole-4-carbaldehydes with reactive α-methylene ketones: Synthesis of pyrazolo[3,4-b]pyridines
✍ Scribed by Madhukar N. Jachak; Appasaheb B. Avhale; Chanda D. Tantak; Raghunath B. Toche; Claudia Reidlinger; Wolfgang Stadlbauer
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2005
- Tongue
- English
- Weight
- 131 KB
- Volume
- 42
- Category
- Article
- ISSN
- 0022-152X
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## Abstract 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‐1__H__‐pyrazolo[3,4‐__b__]pyridine‐5‐carbaldehyde (__o__‐aminoaldehyde) **4** with active methylene
## 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
## Abstract Several new pyrazolo[3,4‐__b__]pyridines were obtained from the reaction of 5‐amino‐1‐aryl‐3‐methylpyrazoles 1 with β‐dimemylaminopropiophenones 2 in pyridine. The structure elucidation of 4,5‐dihydropyrazolo[3,4‐__b__]pyridines 3 is based on nmr measurements and X‐ray diffraction. The
Reaction of 5-Aminopyrazoles with β-Dimethylaminopropiophenones. Synthesis of New Pyrazolo [3,4-b]pyridines. -Reaction of 5aminopyrazoles (I) with β-aminopropiophenones (II) provides a new and simple synthetic entry into the pyrazolo[3,4-b]pyridine ring system. Oxidation of the dihydro-products (II