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Synthesis of 4-aryl-4,7,8,9-tetrahydro-6H-pyrazolo[3,4-b]quinolin-5-ones

✍ Scribed by Jairo Quiroga; Braulio Insuasty; Angelina Hormaza; Claudio Saitz; Carolina Jullian


Publisher
Journal of Heterocyclic Chemistry
Year
1998
Tongue
English
Weight
215 KB
Volume
35
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

Reaction of 5‐amino‐3‐methyl‐1‐phenylpyrazole (1a) and 5‐amino‐3‐(4‐chlorophenyl)‐1__H__‐pyrazole (1b) with dimedone (2) and p‐susbstituted benzaldehydes 3 in ethanol, afforded in all cases tricyclic linear 4‐aryl‐7,7‐dimethyl‐4,7,8,9‐tetrahydro‐6__H__‐pyrazolo[3,4‐b]quinolin‐5‐ones (4a‐j) in good yields. The linear structures and hence the regiospecificity of the reaction were established by nmr measurements.


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✍ Abbas Rahmati; Meysam Alizadeh Kouzehrash 📂 Article 📅 2011 🏛 John Wiley and Sons 🌐 English ⚖ 465 KB 👁 2 views

## Abstract A facile synthesis of __trans__ isomers of 4‐aryl‐3‐methyl‐6‐oxo‐4,5,6,7‐tetrahydro**‐**2__H__**‐**pyrazolo[3,4‐__b__]pyridine‐5‐carbonitriles via three‐component condensation reaction of an aldehyde, 3‐amino‐5‐methylpyrazole and ethyl cyanoacetate in acetonitrile has been developed und