- Production of Lansoprazole
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(CAS NO.: ), with its systematic name of 1H-, 2-(((3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl)methyl)sulfinyl)-, could be produced through many synthetic methods.
Following is one of the synthesis routes:
Firstly, e N-oxide (I) is condensed with 2,2,2-trifluoroethanol (II) in the presence of K2CO3 in hot HMPT to produce 2,3-dimethyl-4-(2,2,2-trifluoroethoxy)pyridine N-oxide (III), which by isomerization in acetic anhydride at 100 C is converted to 2-(hydroxymethyl)-3-methyl-4-(2,2,2-trifluoroethoxy)pyridine (IV). Next, the reaction of (IV) with SOCl2 in refluxing CHCl3 gives the corresponding chloromethyl derivative (V), which is condensed with 2-mercaptobenzimidazole (VI) by means of sodium methoxide in refluxing methanol to afford 2-(2-benzimidazolylthiomethyl)-3-methyl-4-(2,2,2-trifluoroethoxy)pyridin (VII). Finally, this compound is oxidized with m-chloroperbenzoic acid in CHCl3.

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