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A CONVENIENT SYNTHESIS OF METHYL 4-OXO-4,5-DIHYDROPYRAZOLO[1,5-a]PYRAZINE-7-CARBOXYLATES AND CORRESPONDING CARBOXYLIC ACIDS

Nazar M. Tsyzoryk, Andriy V. Bol'but, Khrystyna I. Loza, Vadym O. Dydko, Ruslan V. Symchak, Yurii V. Dmitriv, Mykhailo V. Vovk
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Abstract


Pyrazolo[1,5-a]pyrazin-4(5H)-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.

Keywords


7-iodopyrazolo[1,5-a]pyrazine-4(5H)-ones; palladium-catalyzed carbonylation; methyl-4-oxo-4,5-dihydropyrazolo[1,5-a]pyrazine-7-carboxylates; 4-oxo-4,5-dihydropyrazolo[1,5-a]pyrazine-7-carboxylic acids.

Full Text: PDF Supplementary File(s): Supplementary information (746KB)


 

 

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