A versatile gas chromatographic method for the separation of halogenated aromatic regioisomers in pharmaceutical processes Ralph-Olivier Moussodia, Adrian Doggett, James Chadwick, Emma Quirk Bristol Myers Squibb, United Kingdom In an effort to facilitate the control of halogenated aromatic impurities within pharmaceutical intermediates at different stages of APIs synthesis, a quick and versatile gas chromatographic method was developed to allow the direct detection and separation of challenging aromatic regioisomers. Through a comprehensive GC column screening approach, we identified a stationary phase that displays high selectivity towards regioisomers of halogenated aromatic compounds, such as anilines, pyridines, benzenes, benzoyl chlorides, amongst others. Starting with the regiosomers separation of p -chloroaniline, a pharmaceutical raw material, the separation method was easily applied to the rapid isomeric separation of 5-bromo-2-chloroaniline. Extending the p -chloroaniline method to address separation issues for regioisomers of halonitrobenzenes, halobenzoyl chlorides, halobenzenes or halopyridine demonstrated the versatility of the separation. Thereby we offer some insight into the development aspects of a general platform method applicable to a wide range of halogenated aromatic regioisomers.
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