Abstract:
Boiling of 3-aryl-1-R-1H-pyrazol-5-amines with ethoxymethylidenemalononitrile in butanol affords 6-amino-3-aryl-1-R-1H-pyrazolo-[3,4-b]pyridine-5-carbonitriles, whereas low temperature condensation of the same reactants followed by heating to 230°C in diphenyl ether gives the isomeric 4-amino derivatives.
Citation:
P. A. Petrov, A. N. Kasatochkin, S. I. Selivanov, “A facile synthesis of regioisomeric 4-amino- and 6-amino-3-arylpyrazolo[3,4-b]pyridine-5-carbonitriles”, Mendeleev Commun., 25:5 (2015), 382–383
Linking options:
https://www.mathnet.ru/eng/mendc2417
https://www.mathnet.ru/eng/mendc/v25/i5/p382
This publication is cited in the following 4 articles:
Janos Sapi, Stéphane Gérard, Comprehensive Heterocyclic Chemistry IV, 2022, 212
Ahmad Shaabani, Mohammad Taghi Nazeri, Ronak Afshari, “5-Amino-pyrazoles: potent reagents in organic and medicinal synthesis”, Mol Divers, 23:3 (2019), 751
Sundaravel Vivek Kumar, Shanmugam Muthusubramanian, Subbu Perumal, “Recent Progress in the Synthesis of Pyrazolopyridines and Their Derivatives”, Organic Preparations and Procedures International, 51:1 (2019), 1
Alexander A. Petrov, Alexander N. Kasatochkin, Stanislav I. Selivanov, “ChemInform Abstract: A Facile Synthesis of Regioisomeric 4‐Amino‐ and 6‐Amino‐3‐arylpyrazolo[3,4‐b]pyridine‐5‐carbonitriles.”, ChemInform, 47:7 (2016)
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