公开(公告)号：EP1387843B1

公开(公告)日：2007-02-28

申请号：EP02734989.3

申请日：2002-04-25

申请人： Zentiva, a.s.

发明人： HALAMA, Ales ,  HEJTMÁNKOVÁ, Ludmila ,  LUSTIG, Petr ,  RICHTER, Jindrich ,  SRSNOVÁ , Lucie ,  JIRMAN, Josef

IPC分类号： C07D417/12 ,  A61K31/4427 ,  A61P3/10

CPC分类号： C07D417/12 ,  Y02P20/55

摘要： A method for obtaining antidiabetic of formula (I), wherein the method comprises condensing of a 4-derivatized phenol or phenolate of general formula (II), wherein R is an amino group-containing organic residue, selected from the group comprising a residue of the following formula -NHR3, wherein R3 is hydrogen or a protecting group, which is removed before further treatment, and a residue of general formula (A), wherein Rb represents a carboxy group either in the free acid form or in the form of a salt or ester or another functional derivative or the nitrile group CN, and M represents a hydrogen or alkali metal atom, with a pyridine base of general formula (III), wherein Z is a leaving group other than a halogen, wherein, before or after carrying out the condensation, the following operations are carried out: (a) diazotizing the amino group present in organic residue R; (b) converting the diazotised residue R into a derivative of 2-halopropionate or 2-halopropionitrile of formula (B), wherein Rb is as defined above and X is a halogen; (c) cyclizing the derivative of 2-halopropionate or 2-halopropionitrile with thiourea; (d) hydrolysing the resulting imine thus giving pioglitazone of formula (I).

公开(公告)号：EP1786808B1

公开(公告)日：2008-07-09

申请号：EP05773498.0

申请日：2005-08-31

申请人： Zentiva, a.s.

发明人： HALAMA, Ales ,  LUSTIG, Petr ,  JIRMAN, Josef

IPC分类号： C07D417/12

CPC分类号： C07D417/12

摘要： A method for the preparation of rosiglitazone of formula (I) by reduction of 5-[4-[2-(N-methyl- N-(2-ρyridyl)amino)ethoxy]-benzylidene]thiazolidine-2,4-dione of formula (II), the reduction being carried out using at least one borohydride of general formula MBH4, wherein M stands for a cation from the group of Na, Li, K, Zn and R4N, and R stands for a C1-C5 alkyl group, under the catalysis of cobalt salts in the presence of at least one complexing agent and a suitable solvent.

公开(公告)号：EP2029587B1

公开(公告)日：2015-09-02

申请号：EP07764312.0

申请日：2007-06-21

申请人： Zentiva, a.s.

发明人： JIRMAN, Josef ,  JUNEK, Richard ,  LUSTIG, Petr ,  RICHTER, Jindrich ,  PLACEK, Lukas

IPC分类号： C07D453/02

CPC分类号： C07D453/02

公开(公告)号：EP2029587A2

公开(公告)日：2009-03-04

申请号：EP07764312.0

申请日：2007-06-21

申请人： Zentiva, A.S.

发明人： JIRMAN, Josef ,  JUNEK, Richard ,  LUSTIG, Petr ,  RICHTER, Jindrich ,  PLACEK, Lukas

IPC分类号： C07D453/02

CPC分类号： C07D453/02

摘要： A process for the preparation of (1 S)-QR)-I -azabicyclo[2.2.2.]oct-3-yl 3,4-dihydro-1-phenyl- 2(1H)-isoquinoline carboxylate by reacting (1S)-alkyl 1-phenyl-1, 2,3, 4-tetrahydro-2- isoquinoline carboxylate with 3-(R)-quinuclidol in an inert solvent, where a primary alkyl ester of the carboxylate whose alkyl length is C1-C4 is used and the reaction is catalyzed by a non-nucleophilic base.

摘要翻译： （1S）-QR）-1-氮杂二环[2.2.2]辛-3-基-3,4-二氢-1-苯基-2（1H） - 异喹啉羧酸酯的制备方法， - 烷基1-苯基-1,2,3,4-四氢-2-异喹啉羧酸酯与3-（R） - 奎宁醇在惰性溶剂中反应，其中使用烷基长度为C 1 -C 4的羧酸酯的伯烷基酯 并且反应由非亲核碱催化。

公开(公告)号：EP1786808A1

公开(公告)日：2007-05-23

申请号：EP05773498.0

申请日：2005-08-31

申请人： Zentiva, a.s.

发明人： HALAMA, Ales ,  LUSTIG, Petr ,  JIRMAN, Josef

IPC分类号： C07D417/12

CPC分类号： C07D417/12

摘要： A method for the preparation of rosiglitazone of formula (I) by reduction of 5-[4-[2-(N-methyl- N-(2-ρyridyl)amino)ethoxy]-benzylidene]thiazolidine-2,4-dione of formula (II), the reduction being carried out using at least one borohydride of general formula MBH4, wherein M stands for a cation from the group of Na, Li, K, Zn and R4N, and R stands for a C1-C5 alkyl group, under the catalysis of cobalt salts in the presence of at least one complexing agent and a suitable solvent.