A practical and scalable 4-step route is presented for the synthesis of 4-bromo-3-fluoro-6-methoxyoquinoline and 3-fluoro-4-iodo-6-methoxyoquinoline from readily available 2,4-dichloro-3-fluoroquinoline with an overall yield of 81-85%. Halogenated quinoline building blocks have found much use in antimicrobial drug discovery, and the method reported here would be useful for the synthesis of these compounds. © Georg Thieme Verlag.
- Organic Chemistry
Flagstad, T., Petersen, M. T., Hinnerfeldt, D. M., Givskov, M. C., & Nielsen, T. E. (2014). Synthesis of 4-Halogenated 3-Fluoro-6-methoxyquinolines: Key Building Blocks for the Synthesis of Antibiotics. Synthesis, 46(26), 3263–3267. https://doi.org/10.1055/s-0034-1378554