4.6 Article

Triethylammonium Hydrogen Sulfate [Et3NH][HSO4]-Catalyzed Rapid and Efficient Multicomponent Synthesis of Pyrido[2,3-d]pyrimidine and Pyrazolo[3,4-b]pyridine Hybrids

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ACS OMEGA
卷 6, 期 28, 页码 18215-18225

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AMER CHEMICAL SOC
DOI: 10.1021/acsomega.1c02093

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  1. Council for Scientific and Industrial Research (CSIR), New Delhi

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An operationally simple method for the assembly of pyrido[2,3-d]pyrimidine and pyrazolo[3,4-b]pyridine derivatives has been developed, achieving excellent yields and high purity. The study found that using 1 mmol of the ionic liquid catalyst under solvent-free conditions at 60 degrees Celsius is the optimal reaction parameter for constructing fused pyridine and pyrimidine derivatives. The methodology showed promising results under gram-scale conditions, suggesting potential applicability in both industrial and academic settings in the future.
An operationally simple, one-pot multicomponent reaction has been developed for the assembly of pyrido[2,3-d]pyrimidine and pyrazolo[3,4-b]pyridine derivatives (4a-4am) in excellent yields (92-94%) with high purity. The reactions were easy to perform simply by mixing of electron-rich amino heterocycles (including aminouracils and aminopyrazoles), aldehyde, and acyl acetonitrile in the presence of [Et3NH][HSO4] under solvent-free conditions. The remarkable feature of the present approach is that the ionic liquid possesses dual solvent-catalytic engineering capability. Results of this study revealed that 1 mmol of the ionic liquid catalyst under solvent-free conditions at 60 degrees C is the best reaction parameter for the construction of fused pyridine and pyrimidine derivatives in excellent yields. The present methodology showed good results under gram-scale conditions, thereby indicating its applicability in industrial as well as academic settings in the near future.

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