BENZOMORPHAN RELATED COMPOUNDS. XXII. REDUCTION OF 3-(TETRAHYDROPYRIDYL)INDOLES TO INDOLINES. SYNTHESIS OF A NEW TYPE OF INDOLOMORPHAN
The first synthesis of an indolomorphan system has been achieved through a route involving the acid-catalyzed cyclization of a 3-(tetrahydro-2-pyridyl)indoline.A procedure for the reduction of 3-(tetrahydropyridyl)indoles to the corresponding indolines, consisting in the formation of the tetrahydropyridine-borane complex followed by treatment with ethanolic hydrochloric acid, is established.
Bonjoch, Josep,Boncompte, Fontsanta,Casamitjana, Nuria,Bosch, Joan
Synthesis of pharmacologically relevant indoles with amine side chains via tandem hydroformylation/fischer indole synthesis
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.
Schmidt, Axel M.,Eilbracht, Peter
p. 5528 - 5535
(2007/10/03)
5-HT1F agonists
The present invention relates to a compound of formula (I): or a pharmaceutical acid addition salt thereof; which is useful for activating 5-HT1freceptors and inhibiting protein extravasation in a mammal.
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(2008/06/13)
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