Process for the production of fused, tricyclic sulfonamides

C - Chemistry – Metallurgy – 07 – D

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C07D 231/12 (2006.01) C07D 231/16 (2006.01) C07D 471/04 (2006.01) A61K 31/437 (2006.01)

Patent

CA 2756064

The present invention provides methods, i.e., scalable or large-scale processes for the production of fused, tricyclic sulfonamido analogs, such as substituted or unsubstituted 5-(aryl-sulfonyl)- 4,5-dihydro-1H-pyrazolo[4,3-c]quinolines and 5-(heteroaryl-sulfonyl)-4,5-dihydro-1H-pyrazolo[4,3-c]quinolines. Exemplary methods of the invention include an intra-molecular cyclization step, in which a carbon-nitrogen bond is formed, and which employs a copper-based catalyst that contains at least one organic ligand, such as DMEDA. The invention further provides compounds, which are useful as intermediates in the methods of the invention.

La présente invention concerne des procédés, en particulier des procédés dont on peut modifier l'échelle, ou à grande échelle, destinés à la production d'analogues de sulfonamides tricycliques fusionnés, telles que les 5-(aryl-sulfonyl)-4,5-dihydro-1H-pyrazolo[4,3-c]quinolines et les 5-(hétéroaryl-sulfonyl)-4,5-dihydro-1H-pyrazolo[4,3-c]quinolines substituées ou non substituées. Des procédés exemplaires de l'invention comprennent une étape de cyclisation intramoléculaire, au cours de laquelle une liaison carbone-azote est formée, et qui utilise un catalyseur à base de cuivre qui contient au moins un ligand organique, tel que le DMEDA. L'invention concerne en outre des composés qui sont utiles comme intermédiaires dans les procédés de l'invention.

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