A convenient synthesis of methyl 4-oxo-4,5-dihydropyrazolo[1,5-a]-pyrazine-7-carboxylates and corresponding carboxylic acids

Pyrazolo[1,5- a ]pyrazin-4(5 H )-ones react regioselectively with N -iodosuccinimide in the presence of N -methylmorpholine to form 7-iodo derivatives. Their carbonylation catalyzed with Pd(dppf)Cl2 under pressure in MeOH solution yielded methyl 4-oxo-4,5-dihydropyrazolo-[1,5- a ]pyrazine-7-carboxyl...

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Published in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2023-07, Vol.59 (6-7), p.425-428
Main Authors: Tsyzoryk, Nazar M., Bol’but, Andriy V., Loza, Khrystyna I., Dudko, Vadym A., Symchak, Ruslan V., Dmitriv, Yurii V., Vovk, Mykhailo V.
Format: Article
Language:English
Subjects:
Carbonyls
Carboxylates
Carboxylic acids
Chemistry
Chemistry and Materials Science
Organic acids
Organic Chemistry
Pharmacy
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Summary:Pyrazolo[1,5- a ]pyrazin-4(5 H )-ones react regioselectively with N -iodosuccinimide in the presence of N -methylmorpholine to form 7-iodo derivatives. Their carbonylation catalyzed with Pd(dppf)Cl2 under pressure in MeOH solution yielded methyl 4-oxo-4,5-dihydropyrazolo-[1,5- a ]pyrazine-7-carboxylates, which were transformed into the corresponding carboxylic acids by alkaline hydrolysis.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-023-03212-z