149082-03-1Relevant articles and documents
Improved synthetic approach to tenatoprazole
Dai, Liyan,Fan, Dongbo,Wang, Xiaozhong,Chen, Yingqi
, p. 576 - 582 (2008/04/12)
An improved synthetic approach to tenatoprazole 1 is described. It started from 2,3,5-trimethyl-4-nitropyridine-N-oxide 2 with acetic anhydride via rearrangement and hydrolysis to give 3, Chlorination with SOCl2 yielded 2-chloromethyl-3,5-dimethyl-4-nitropyridine hydrochloride 4, then 4 condensed with 2-mercapto-5-methoxy imidazole [4,5-b]pyridine 5 to give 5-methoxy-2-[(4-nitro-3,5-dimethyl-2-pyridinyl)methylthio]imidazole[4,5-b] pyridine 6. At last the title compound 1 was produced by two methods: 6 was oxidized with MCPBA and then methoxylated with CH3ONa to give 1 and 6 was first methoxylated with CH3ONa and then oxidized with MCPBA to give 1. The overall yield is around 26% for both five-step syntheses. Copyright Taylor & Francis Group, LLC.
Intermediates and an improved process for the preparation of Omeprazole employing the said intermediates
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, (2008/06/13)
This invention relates to an improved process for the preparation of Omeprazole of the formula-I starting from 4-nitro-2,3,5-trimethylpyridine-N-oxide and through novel intermediates 2-hydroxymethyl-3,5-dimethyl-4-nitro pyridine of the formula II and novel 2-chloromethyl-3,5-dimethyl-4-nitro pyridine of the formula III. This invention also relates to processes for the preparation of the above said novel intermediates. Omeprazole is one of the world's widely used drugs for the treatment of ulcer diseases. This compound acts by irreversible inhibition of the H+K+ATPase enzyme, which is part of the proton pump located in the parietal cell of the stomach wall.