Uses
4-Chloro-6,7-dimethoxyquinoline, can be used as an intermediate for the synthesis of various pharmaceutical and biologically active compounds. It is used for the preparation of Tivozanib (T447205), and Cabozantinib (C051500), acting as anticancer agents.
Synthesis
With 3,4-dimethoxyaniline is raw material, obtains aniline compound through nitrification, iron powder reducing, then with Ethyl chloroformate, in Feldalat NM condition cyclization, prepares 4-hydroxyquinoline compounds, after through three Chlorethoxyfos chloro obtains 4-chloro-6,7-dimethoxy-quinoline.
References
[1] Patent: WO2013/180949, 2013, A1. Location in patent: Paragraph 0170
[2] Heterocycles, 2016, vol. 92, # 10, p. 1882 - 1887
[3] Patent: WO2005/121125, 2005, A1. Location in patent: Page/Page column 41-42
[4] Patent: WO2008/48375, 2008, A1. Location in patent: Page/Page column 49
[5] Journal of the American Chemical Society, 1946, vol. 68, p. 1264