Na2CO3-Mediated [3+3] Annulation Reaction of Substituted Benzamidines with 2-Benzylidenemalononitriles: Access to Substituted Pyrimidine-4,6-diamines

Chengjun Wu; Xiaoqin Bian; Lizhong Wang; Yue Zhang; Cunde Wang

doi:10.1055/a-1942-7191

Synthesis, Inhaltsverzeichnis

Synthesis 2023; 55(03): 457-464
DOI: 10.1055/a-1942-7191

paper

Na₂CO₃-Mediated [3+3] Annulation Reaction of Substituted Benzamidines with 2-Benzylidenemalononitriles: Access to Substituted Pyrimidine-4,6-diamines

Authors

Chengjun Wu

^aSchool of Chemistry and Chemical Engineering, Yangzhou University, 180 Siwangting Street, Yangzhou 225002, P. R. of China
Xiaoqin Bian

^bSchool of Pharmacy, Taizhou Polytechnic College, Taizhou 225300, P. R. of China
Lizhong Wang

^bSchool of Pharmacy, Taizhou Polytechnic College, Taizhou 225300, P. R. of China
Yue Zhang

^aSchool of Chemistry and Chemical Engineering, Yangzhou University, 180 Siwangting Street, Yangzhou 225002, P. R. of China
Cunde Wang ∗

^aSchool of Chemistry and Chemical Engineering, Yangzhou University, 180 Siwangting Street, Yangzhou 225002, P. R. of China

Abstract

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Abstract

An efficient protocol for the synthesis of 2-aryl-5-benzylpyrimidine-4,6-diamines from readily available substituted 2-benzylidenemalononitriles and substituted benzamidines was developed. This practical protocol provides high value pyrimidine-4,6-diamines in moderate to good yields under simple reaction conditions. This approach also enables some modifications of structurally complex bioactive molecules and exhibits potential applications in medicinal chemistry.

Key words

4,6-diaminopyrimidines - 2-benzylidenemalononitriles - benzamidines - annulation reaction - N-heterocycles

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Referenzen

References

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Zusatzmaterial

Supporting Information (PDF)