121206-76-6Relevant articles and documents
Novel chemoselective reduction of the tetrahydro-4-pyridyl versus indole moiety governed by electron donation: First X-ray evidence for indolopiperidyl-borane complexation
Borghese, Alfio,Antoine, Luc,Stephenson, Gregory
, p. 8087 - 8090 (2002)
A series of amino-borane complexes of structure type 2 are the key intermediates in the preparation of 3-(piperidyl) indole derivatives. The selective reduction of the tetrahydro-4-pyridyl double bond via 2 under strongly acidic conditions is feasible only when the pyridyl double bond is conjugated with electron rich substituents, such as indoles. This reduction methodology allows the presence of reducible and hydrogenolizable functional groups. An improved process to prepare 2 by treatment of the 3-(tetrahydro-4-pyridyl) indole derivatives with NaBH4 in THF under acidic conditions (AcOH or CF3COOH) is also described.
Synthesis of pharmacologically relevant indoles with amine side chains via tandem hydroformylation/fischer indole synthesis
Schmidt, Axel M.,Eilbracht, Peter
, p. 5528 - 5535 (2007/10/03)
The sequence of hydroformylation and Fischer indole synthesis starting from amino olefins and aryl hydrazines is described. In a convergent manner, the two units bearing pharmacologically relevant substituents are assembled in the final indolization step. This modular and diversity-oriented approach to tryptamines and homotryptamines can be conducted in water and allows synthesis of branched and nonbranched tryptamines as well as tryptamine-based pharmaceuticals such as the 5-HT1D agonist L 775 606.
Indazole derivatives as 5-HT1F agonists
-
, (2008/06/13)
The present invention relates to a compound of formula or a pharmaceutical acid addition salt thereof; which are useful for activating 5-HT1F receptors and inhibiting neuronal protein extravasation in a mammal.