EP 1379526 A1 20040114 - PROCESS AND INTERMEDIATES FOR PRODUCTION OF CABERGOLINE AND RELATED COMPOUNDS
Title (en)
PROCESS AND INTERMEDIATES FOR PRODUCTION OF CABERGOLINE AND RELATED COMPOUNDS
Title (de)
VERFAHREN UND ZWISCHENVERBINDUNGEN ZUR HERSTELLUNG VON CABERGOLIN UND VERWANDTE VERBINDUNGEN
Title (fr)
PROCEDE ET INTERMEDIAIRES DE PRODUCTION DE CABERGOLINE ET DE COMPOSES ASSOCIES
Publication
Application
Priority
IL 0100344 W 20010416
Abstract (en)
[origin: WO02085902A1] A process for preparation of <i>N</i>-(ergoline-8 beta -carbonyl)ureas of the formula [I] their stereoisomers as well as acid addition salts thereof which process comprises silylating an ergoline -8 beta -carboxamide of the formula [2], their stereoisomers as well as metal or ammonium salts or acid addition salts thereof and reacting the resultant product with an isocyanates R<1>N=C=O [5] wherein R<1> is selected from alkyl having from 1 to 4 carbon atoms, cyclohexyl, phenyl, and dimethylamino alkyl group -(CH2)nNMe2 in which n is an integer, R<2> is selected from hydrogen, alkyl having from 1 to 4 carbon atoms, cyclohexyl, phenyl, dimethylamino alkyl group -(CH2)nNMe2 in which n is an integer, pyridyl, pyrimidyl, pyrazinyl, pyridazinyl, thiazolyl or thiadiazolyl , R<3> represents a hydrocarbon group having from 1 to 4 carbon atoms, and R<4> is selected from hydrogen, halogen, methylthio and phenylthio group; followed by desilylation. This novel approach provides an efficient method for preparation of <i>N</i>-(ergoline-8 beta -carbonyl)ureas of the formula [I] which can be useful as anty-Parkinson drugs and prolactin inhibitors. One of the most potent antiprolactinic agent of the class of compounds prepared according to the present invention is Cabergoline. Silylated ergolines, which are obtained as intermediates in the process of the present invention, are novel compounds and represent a further aspect of the invention.
IPC 1-7
IPC 8 full level
C07B 61/00 (2006.01); C07D 457/06 (2006.01); C07F 7/10 (2006.01)
CPC (source: EP)
C07D 457/06 (2013.01)
Citation (search report)
See references of WO 02085902A1
Designated contracting state (EPC)
AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE TR
DOCDB simple family (publication)
WO 02085902 A1 20021031; CA 2412861 A1 20021031; EP 1379526 A1 20040114; HU P0303557 A2 20040301; JP 2004525187 A 20040819
DOCDB simple family (application)
IL 0100344 W 20010416; CA 2412861 A 20010416; EP 01923942 A 20010416; HU P0303557 A 20010416; JP 2002583429 A 20010416