SYNTHESIS OF 4-HETERYL-SUBSTITUTED DERIVATIVES OF METHYLPYRAZOLO[1,5-<i>a</i>]PYRAZINE-4-CARBOXYLATES

Authors

  • Назар М. Цизорик Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St., Kyiv 02094, Ukraine
  • Евгений В. Гринишин Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St., Kyiv 02094, Ukraine National University ''Kyiv-Mohyla Academy'', 2 Hrygorija Skovorody St., Kyiv 04655, Ukraine
  • Анна Р. Мусийчук Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St., Kyiv 02094, Ukraine
  • Андрей В. Больбут Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St., Kyiv 02094, Ukraine Enamine Ltd., 78 Chervonotkatska St., Kyiv 02094, Ukraine
  • Максим А. Нечаев Enamine Ltd., 78 Chervonotkatska St., Kyiv 02094, Ukraine
  • Михаил В. Вовк Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St., Kyiv 02094, Ukraine

DOI:

https://doi.org/10.1007/5730

Keywords:

4-heteryl-substituted pyrazolo[1, 5-a]pyrazines, pyrazolo[1, 5-a]pyrazine-4-carboxylic acid derivatives, cyclocondensation, palladium-catalyzed carbonylation.

Abstract

Methylpyrazolo[1,5-a]pyrazine-4-carboxylates were synthesized by palladium-catalyzed carbonylation of 4-chloropyrazolo[1,5-a]pyrazines at elevated pressure and converted via nitrile intermediates to the corresponding amidoximes and amidines. Cyclocondensation of the obtained amidoximes with trifluoroacetic anhydride or ethyl chloroformate and amidines with acetoacetate or ethyl ethoxymethylidenemalonate were used to synthesize new 4-(1,2,4-oxadiazolyl)- and 4-(pyrimidin-2-yl)-substituted pyrazolo[1,5-a]pyrazines.

Author Biography

Назар М. Цизорик, Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St., Kyiv 02094, Ukraine

Институт органической химии НАН Украины

научный сотрудник

отдел механизмов органических реакций

 

Published

2020-12-18

Issue

Section

Original Papers