Synthesis of N‐Substituted‐6‐alkoxypteridin‐4‐amine |
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| Authors: | Chonggang Duan Jiong Jia Rongxiu Zhu Jianwu Wang |
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| Institution: | 1. Key Laboratory of Chemical Drugs of Shandong Province, Shandong Institute of Pharmaceutical Industry, , Jinan, 250101 People's Republic of China;2. College of Chemistry and Chemical Engineering, Shandong University, , Jinan, 250100 People's Republic of China |
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| Abstract: | A novel seven‐step methodology for the synthesis of N‐substituted‐6‐alkoxypteridin‐4‐amine has been developed with the total yields of 35.4–41%. Twenty new compounds were synthesized by heterocyclization of easily prepared 3‐amino‐6‐bromopyrazine‐2‐carboxamide, subsequent alkoxylation, chlorination, and nucleophilic substitution. Their structures were confirmed by 1H‐NMR, 13C‐NMR, ESI‐MS, and elemental analysis. The structure of N‐(3‐chloro‐4‐fluorophenyl)‐6‐ethoxypteridin‐4‐amine was further determined by X‐ray crystallographic analysis. It was found that different chlorinating reagents gave different products. The possible chlorination mechanism was discussed. |
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