Chemical Properties
Beige Solid
Uses
Pantoprazole Sulfide (Pantoprazole EP Impurity B) is a metabolite of Pantoprazole (P183000), an antiulcerative, gastric pump inhibitor.
Uses
A metabolite of Pantoprazole, an antiulcerative, gastric pump inhibitor
Synthesis
[Example 1] Preparation of 5-(difluoromethoxy)-2-(((3,4-dimethoxypyridin-2-yl)methyl)thio)-1H-benzo[d]imidazole: 920 mL of isopropanol, 92.1 g of 5-difluoromethoxy-2-mercapto-1H-benzimidazole, and 95.8 g of 2-chloromethyl-3,4-dimethoxypyridine were added to the reactor. Sodium hydroxide solution (prepared by dissolving 20.5 g of sodium hydroxide in 920 mL of pure water) was added slowly and dropwise to the above mixture, followed by stirring the reaction mixture for 2 hours at room temperature. Upon completion of the reaction, 920 mL of pure water was added to the mixture and stirring was continued for 1 hour. The resulting solid product was collected by filtration and dried under vacuum to give 137.4 g of the target compound in 87.8% yield with a melting point of 94 °C.
References
[1] Patent: WO2009/75516, 2009, A2. Location in patent: Page/Page column 4
[2] Organic Process Research and Development, 2013, vol. 17, # 10, p. 1272 - 1276