Synthesis of novel pyrazine-containing amidoesters via Passerini multicomponent reaction

Here, the synthesis of 2-(cyclohexylamino)-2-oxo-1-arylethyl pyrazine-2-carboxylates is reported using the Passerini reaction between cyclohexyl isocyanide and pyrazine-2-carboxylic acid in the presence of aromatic aldehydes. This procedure allows us to synthesize pyrazine-containing novel amidoesters that may be important structures in medicinal and chemical sciences. All synthesized products are stable structures that yield between 85 and 96% in ethanol as the desired solvent for this reaction. The reaction proceeds under neutral conditions to generate a final Passerine reaction product with no side reactions. The structures of all the new compounds were elucidated on the basis of their spectroscopic data, such as 1 H and 13 C NMR.

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Journal
Scientific Reports
Published
2026-09-10
DOI
https://doi.org/10.1038/s41598-026-71369-6
Primary Topic
Multicomponent Synthesis of Heterocycles
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article
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Synthesis of novel pyrazine-containing amidoesters via Passerini multicomponent reaction

Ghasem Marandi, Mehdi Mohammadzadeh, Shagayegh Shafaghat
Scientific Reports
Multicomponent Synthesis of Heterocycles
article

Synthesis of novel pyrazine-containing amidoesters via Passerini multicomponent reaction

Ghasem Marandi, Mehdi Mohammadzadeh, Shagayegh Shafaghat
article en

Abstract

Here, the synthesis of 2-(cyclohexylamino)-2-oxo-1-arylethyl pyrazine-2-carboxylates is reported using the Passerini reaction between cyclohexyl isocyanide and pyrazine-2-carboxylic acid in the presence of aromatic aldehydes. This procedure allows us to synthesize pyrazine-containing novel amidoesters that may be important structures in medicinal and chemical sciences. All synthesized products are stable structures that yield between 85 and 96% in ethanol as the desired solvent for this reaction. The reaction proceeds under neutral conditions to generate a final Passerine reaction product with no side reactions. The structures of all the new compounds were elucidated on the basis of their spectroscopic data, such as 1 H and 13 C NMR.

Scientific Reports
Urmia University (IR)
Openalex Percentile: Top 20%
Multicomponent Synthesis of Heterocycles
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Synthesis of novel pyrazine-containing amidoesters via Passerini multicomponent reaction — Ghasem Marandi, Mehdi Mohammadzadeh, et al. · Scientific Reports (2026) | TGRS Research Map | TGRS