1153577-08-2Relevant academic research and scientific papers
Development of two synthetic routes to CE-178,253, a CB1 antagonist for the treatment of obesity
Brandt, Thomas A.,Caron, Stéphane,Damon, David B.,DiBrino, Joseph,Ghosh, Arun,Griffith, David A.,Kedia, Sandeep,Ragan, John A.,Rose, Peter R.,Vanderplas, Brian C.,Wei, Lulin
scheme or table, p. 3292 - 3304 (2009/08/08)
CE-178,253 benzenesulfonate (1) is a CB1 antagonist discovered by Pfizer medicinal chemists. Two syntheses of this compound are described. The first, based on the discovery synthesis, involves assembly of an aryl-substituted pyrazolotriazine core onto which the second aryl moiety is installed by a Suzuki coupling; this route has been scaled to provide up to 6 kg of API. A second, more convergent route is also described, which installs the pyrazolotriazine containing both aryl substituents by condensation of a bromoketone with a substituted thiosemicarbazide. This route has been demonstrated on laboratory scale and is viewed as the preferred bond-forming sequence.
PREPARATION OF 3-AMINO-4,5-DISUBSTITUTED-PYRAZOLE DERIVATIVES
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, (2010/11/25)
A process for preparing a compound of Formula (I) is described herein as well as rocesses for using this compound to prepare other useful intermediates and compounds.
