An impurity was isolated from crude synthesized roflumilast and characterized by 1H NMR, 13C NMR, and HR-MS, which confirmed the structure as N-(3,5-dichloropyrid-4-yl)-4-difluoromethoxy-3-hydroxybenzamide. To further verify the structure, this compound was synthesized from 4-difluoromethoxy-3-hydroxybenzaldehyde. Comparison of the 1H NMR, 13C NMR, HR-MS, and the HPLC spectrum of the impurity and the authentic sample indicated that this impurity was N-(3,5-dichloropyrid-4-yl)-4-difluoromethoxy-3-hydroxybenzamide. This demonstrated the significance of monitoring the reaction process of roflumilast.
Research on Chemical Intermediates – Springer Journals
Published: Sep 30, 2012
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