Diazonium-free method to make an indazole intermediate in...

C - Chemistry – Metallurgy – 07 – D

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C07D 231/56 (2006.01) C07D 453/02 (2006.01)

Patent

CA 2740311

The present invention provides novel methods for preparing 5- (trifluoromethoxy)-1H-3- indazolecarboxylic acid (3), which is a useful precursor for the preparation of bicyclic-5- trifluoromethoxy-1H-indazole-S-carboxylic acid amides of Formula (1). Compounds of Formula (1) are active as agonists and partial agonists of the nicotinic .alpha.-7 receptor and are being studied for their use in the treatment of disease conditions associated with defective or malfunctioning nicotinic acetylcholine receptors, especially of the brain, such as for the treatment of Alzheimer's disease and schizophrenia, as well as other psychiatric and neurological disorders. The present methods are useful for preparing compound (3) on scale up levels.

La présente invention porte sur de nouveaux procédés pour la préparation d'acide 5-(trifluorométhoxy)-1H-3-indazolecarboxylique (3), qui est un précurseur utile pour la préparation d'amides bicycliques de l'acide 5-trifluorométhoxy-1H-indazole-S-carboxylique de Formule (1). Les composés de Formule (1) sont actifs comme agonistes et agonistes partiels du récepteur nicotinique a-7 et sont en cours d'étude pour leur utilisation dans le traitement d'états pathologiques associés à des récepteurs nicotiniques de l'acétylcholine déficients ou défaillants, en particulier du cerveau, par exemple pour le traitement de la maladie d'Alzheimer et de la schizophrénie, ainsi que d'autres troubles psychiatriques et neurologiques. Les présents procédés sont utiles pour la préparation du composé (3) à grande échelle.

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