Microwave-Accelerated Dimroth Rearrangement for the Synthesis o Pyrido[2,3-d]pyrimidin-4-amine Derivatives

作者：Zong, Chaoyang; Gu, Huiwen; Zhang, Lijie; Jin, Yudong; Sun, Yaquan^*

来源：Chinese Journal of Organic Chemistry, 2018, 38(5): 1165-1171.

DOI：10.6023/cjoc201711028

• pyrido[2,3-d]pyrimidin-4-amine
• Dimroth rearrangement
• organic synthesis
• microwave irradiation

In this paper, a novel synthetic method for N-(3,5-dichlorophenyl)pyrido[2,3-d]pyrimidin-4-amine was reported, which began from 2-aminonicotinonitrile, following condensation, cyclization and then Dimroth rearrangement reaction under microwave irradiation conditions. The over yield was 90%. Employing the same synthetic method, 20 pyrido[2,3-d]pyrimidin-4-amine derivatives were synthesized. We also compared microwave irradiation and oil bath heating for synthetizing the target products. The results showed that the method under microwave irradiation for the preparation of pyrido[2,3-d]pyrimidin-4-amine was time-saving and high yield. It is expected to become an efficient, gentle and environmentally friendly synthetic method of pyrido[2,3-d]pyrimidin-4-amine.

• 出版日期2018-5-25
• 单位盐城师范学院; 南京工业大学