Novel process for producing ramosetron or its salt

C - Chemistry – Metallurgy – 07 – D

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C07D 403/06 (2006.01) A61K 31/4184 (2006.01) A61P 1/08 (2006.01) A61P 1/12 (2006.01) A61P 35/00 (2006.01) A61P 43/00 (2006.01)

Patent

CA 2604822

[PROBLEMS] To provide a novel process for producing ramosetron or its salt that is useful as a pharmaceutical, especially as a therapeutic and/or preventive agent for digestive symptoms caused by administration of an anti- malignant tumor agent, diarrheal-type irritable bowel syndrome, diarrheal symptoms of irritable bowel syndrome, etc. [MEANS FOR SOLVING PROBLEMS] Ramosetron or its salt can be produced by reacting any of compounds of the formula: (I) [wherein X is a halogen] or a salt thereof with 1-methyl-1H- indole in the presence of a Lewis acid selected from the group consisting of lower-alkylaluminum dihalides, di-lower-alkylaluminum halides, tri-lower- alkylaluminums and lower-alkylaluminum sesquihalides.

La présente invention propose un procédé innovant pour la production de ramosétron ou de son sel utilisable en tant qu'agent pharmaceutique, spécialement en tant qu'agent thérapeutique et/ou préventif de symptômes digestifs causés par l'administration d'un agent anti-tumoral, du syndrome du côlon irritable de type diarrhéique, des symptômes diarrhéiques du syndrome du côlon irritable, etc. Selon l'invention, le ramosétron ou son sel peut être produit en faisant réagir l'un quelconque des composés de formule : (I) [dans laquelle X est un halogène] ou un sel de celui-ci avec du 1-méthyl-1H-indole en présence d'un acide de Lewis choisi dans le groupe consistant en dihalogénures d'alkylaluminium inférieurs, en halogénures de di-alkylaluminium inférieurs et en sesquihalogénures de tri-alkylaluminium inférieurs et d'alkylaluminium inférieurs.

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