Development of a Practical Synthesis of the 8-FDC Fragment of OPC-167832

Abstract

A concise and practical synthesis has been developed to provide the 8-fluoro-5-hydroxy-3,4-diydrocarbostyril (8-FDC) fragment of OPC-167832 in 41 % yield and in > 99 % purity over 4 steps from 3-amino-4-fluorophenol. The key feature of this process is the development of a telescoped one pot synthesis of the quinolone via a chemoselective amidation and easier product isolation without the need for a column chromatography.

Development of a Practical Synthesis of the 8-FDC Fragment of OPC-167832

“…Importantly, both 6 and 7 are commercially available, and synthetic procedures to access 6 on up to 5 kg scale have been reported . Herein, we describe the successful synthesis of 8-FDC utilizing this approach …”