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
Reaction of 5-aminopyrazoles with β-dimethylaminopropiophenones. Synthesis of new pyrazolo[3,4-b]pyridines
✍ Scribed by J. Quiroga; B. Insuasty; S. Cruz; P. Hernandez; A. Bolaños; R. Moreno; Angelina Hormaza; Regina H. S. de Almeida
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 1998
- Tongue
- English
- Weight
- 329 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
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 treatment of compounds 3 with N‐bromosuccinimide led to the formation of pyrazolo[3,4‐b]pyridines 4.
📜 SIMILAR VOLUMES
## Abstract While 3(5)‐aminopyrazole reacts with enaminonitrile to yield pyrazolo[1,5‐__a__]pyrimidines, 3‐amino‐5‐pyrazolone reacts with the same reagents to yields pyrazolo[3,4‐__b__]pyridines.
## Abstract magnified image 5‐Chloroethylpyrazolo[3,4‐__b__]pyridines were synthesized by condensation of 5‐aminopyrazoles with α‐acetyl γ‐butyrolactone followed by cyclization treating with phosphorous oxychloride. 5‐Chloroethyl‐pyrazolo[3,4‐__b__]pyridines, thus obtained, were then converted to