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Process for the preparation of fused, tricyclic pyrazole derivatives

This paper is available in a repository.
This paper is available in a repository.

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Abstract

The present invention pertains to a process for the prepn. of fused, tricyclic pyrazole derivs. with general formula I [wherein n = 0 - 4; R1 = independently (un)substituted alkyl, alkenyl, alkynyl, haloalkyl, etc.; R2 = H, (un)substituted alkyl, haloalkyl, cycloalkyl, heterocycloalkyl, etc.; R3 = (un)substituted aryl, heteroaryl, cycloalkyl, or heterocycloalkyl] or salts or solvates thereof. For example, N-[(R)-1-[5-(2-bromo-5-fluorophenyl)-1-tert-butyl-1H-pyrazol-4-yl]-1-cyclopropyl-methyl]- 6-(trifluoromethyl)pyridine-3-sulfonamide (prepn. given) was treated with CuI and N,N'-dimethylethylenediamine in toluene in the presence of K2CO3 at 132 - 137 °C for 17 h to give (R)-1-tert-butyl-4-cyclopropyl-8-fluoro-5-[6- (trifluoromethyl)pyridin-3-ylsulfonyl]-4,5-dihydro-1H-pyrazolo[4,3-c]quinoline. The intermediate obtained above was treated with formic acid in water at 60 °C afford compd. II as a final product.