Synthesis of 5-substituted indole derivatives, Part II. Synthesis of sumatriptan through the Japp-Klingemann reaction.

Accession number;00A0303074
Title;Synthesis of 5-substituted indole derivatives, Part II. Synthesis of sumatriptan through the Japp-Klingemann reaction.
Author;PETE B(Technical Univ. Budapest, Budapest, Hun)   BITTER I(Technical Univ. Budapest, Budapest, Hun)   HARSANYI K(Gedeon Richter Ltd., Budapest, Hun)   TOKE L(Technical Univ. Budapest, Budapest, Hun)   
Journal Title;Heterocycles
Journal Code:S0966A
ISSN:0385-5414
VOL.53;NO.3;PAGE.665-673(2000)
Figure&Table&Reference;REF.13
Pub. Country;Japan
Language;English
Abstract;Synthesis of selective 5-HT1B/1D receptor agonist, sumatriptan(1) was accomplished through decarboxylation of 2-carboxy-3-[2-(dimethylamino)ethyl]-N-methyl-1H-indole-5-methanesulfonamide(2) in quinoline with copper powder. The preparation of the acid(2) was effected through the Japp-Klingemann method thus avoiding the need for the formation of hydrazine from diazonium salt. Attempted decarboxylation in N,N-dimethylacetamide resulted in the formation of the .BETA.-carboline(16). (author abst.)