EA201170809A1 - Способ получения производных пиперазина - Google Patents
Способ получения производных пиперазинаInfo
- Publication number
- EA201170809A1 EA201170809A1 EA201170809A EA201170809A EA201170809A1 EA 201170809 A1 EA201170809 A1 EA 201170809A1 EA 201170809 A EA201170809 A EA 201170809A EA 201170809 A EA201170809 A EA 201170809A EA 201170809 A1 EA201170809 A1 EA 201170809A1
- Authority
- EA
- Eurasian Patent Office
- Prior art keywords
- formula
- solvent
- general formula
- piperazine
- compound
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical class C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- CKDWPUIZGOQOOM-UHFFFAOYSA-N Carbamyl chloride Chemical compound NC(Cl)=O CKDWPUIZGOQOOM-UHFFFAOYSA-N 0.000 abstract 1
- UMTWXZNVNBBFLC-SHTZXODSSA-N NC(=O)N[C@H]1CC[C@H](CCN2CCN(CC2)c2cccc(Cl)c2Cl)CC1 Chemical class NC(=O)N[C@H]1CC[C@H](CCN2CCN(CC2)c2cccc(Cl)c2Cl)CC1 UMTWXZNVNBBFLC-SHTZXODSSA-N 0.000 abstract 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 238000001035 drying Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000012044 organic layer Substances 0.000 abstract 1
- 238000005191 phase separation Methods 0.000 abstract 1
- 239000003444 phase transfer catalyst Substances 0.000 abstract 1
- 238000005406 washing Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
- C07D295/135—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Plural Heterocyclic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
Abstract
Изобретение относится к способу получения производных транс-N-{4-{2-[4-(2,3-дихлорфенил)пиперазин-1-ил]этил}циклогексил}карбамида общей формулы (I) путём взаимодействия соединения формулы (III) с карбамоилхлоридом общей формулы (II), который включает проведение реакции в смеси растворителя и концентрированного водного раствора гидроксида щелочного металла при температуре 40-100°С в присутствии катализатора межфазного переноса, разделение фаз и промывание органического слоя, затем удаление растворителя и высушивание полученного соединения формулы (I) до постоянной массы.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU0800766A HUP0800766A2 (en) | 2008-12-18 | 2008-12-18 | Process for the preparation of piperazine derivatives |
PCT/HU2009/000110 WO2010070371A1 (en) | 2008-12-18 | 2009-12-18 | Process for the preparation of piperazine derivatives |
Publications (2)
Publication Number | Publication Date |
---|---|
EA201170809A1 true EA201170809A1 (ru) | 2011-12-30 |
EA019521B1 EA019521B1 (ru) | 2014-04-30 |
Family
ID=89988675
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EA201170809A EA019521B1 (ru) | 2008-12-18 | 2009-12-18 | Способ получения производных пиперазина |
Country Status (9)
Country | Link |
---|---|
US (1) | US8569497B2 (ru) |
EP (1) | EP2367807B1 (ru) |
JP (1) | JP5583689B2 (ru) |
CN (1) | CN102256955B (ru) |
EA (1) | EA019521B1 (ru) |
HK (1) | HK1160847A1 (ru) |
HU (1) | HUP0800766A2 (ru) |
TW (1) | TWI454464B (ru) |
WO (1) | WO2010070371A1 (ru) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
HUP0700353A2 (en) * | 2007-05-18 | 2008-12-29 | Richter Gedeon Nyrt | Metabolites of (thio)carbamoyl-cyclohexane derivatives |
US7875610B2 (en) * | 2007-12-03 | 2011-01-25 | Richter Gedeon Nyrt. | Pyrimidinyl-piperazines useful as D3/D2 receptor ligands |
EP2251011B1 (en) * | 2008-02-21 | 2012-04-04 | Richter Gedeon Nyrt. | Solid preparation for oral administration |
PL2317852T3 (pl) | 2008-07-16 | 2015-05-29 | Richter Gedeon Nyrt | Preparaty farmaceutyczne zawierające ligandy receptora dopaminy |
HU230067B1 (hu) | 2008-12-17 | 2015-06-29 | Richter Gedeon Nyrt | Új piperazin só és eljárás előállítására |
HUP0800765A2 (en) | 2008-12-18 | 2010-11-29 | Richter Gedeon Nyrt | A new process for the preparation of piperazine derivatives and their hydrochloric salts |
HUP0900790A2 (en) * | 2009-12-17 | 2011-09-28 | Richter Gedeon Nyrt | A new process for the preparation of piperazine and their hydrochloric salts |
US11274087B2 (en) | 2016-07-08 | 2022-03-15 | Richter Gedeon Nyrt. | Industrial process for the preparation of cariprazine |
CN110872262A (zh) | 2018-08-29 | 2020-03-10 | 上海科胜药物研发有限公司 | 一种卡利拉嗪的合成方法 |
CN111320593B (zh) * | 2018-12-13 | 2022-04-22 | 江苏恩华药业股份有限公司 | 一种高纯度卡利拉嗪的精制方法 |
US11547707B2 (en) | 2019-04-10 | 2023-01-10 | Richter Gedeon Nyrt. | Carbamoyl cyclohexane derivatives for treating autism spectrum disorder |
Family Cites Families (29)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4957921A (en) | 1989-12-06 | 1990-09-18 | Warner-Lambert Company | Substituted cyclohexanols as central nervous system agents |
US5047406A (en) | 1989-12-06 | 1991-09-10 | Warner-Lambert Co. | Substituted cyclohexanols as central nervous system agents |
ATE372966T1 (de) | 1994-03-25 | 2007-09-15 | Isotechnika Inc | Verbesserung der effektivität von arzneimitteln duren deuterierung |
US6334997B1 (en) | 1994-03-25 | 2002-01-01 | Isotechnika, Inc. | Method of using deuterated calcium channel blockers |
US5977110A (en) | 1995-09-22 | 1999-11-02 | Warner-Lambert Company | Substituted cyclohexylamines as central nervous systems agents |
US6528529B1 (en) | 1998-03-31 | 2003-03-04 | Acadia Pharmaceuticals Inc. | Compounds with activity on muscarinic receptors |
KR100672186B1 (ko) | 1998-03-31 | 2007-01-19 | 아카디아 파마슈티칼스 인코포레이티드 | 무스카린 수용체에 대해 활성을 갖는 화합물 |
SE9802208D0 (sv) | 1998-06-22 | 1998-06-22 | Astra Pharma Inc | Novel compounds |
US6489341B1 (en) | 1999-06-02 | 2002-12-03 | Sepracor Inc. | Methods for the treatment of neuroleptic and related disorders using sertindole derivatives |
US7122576B2 (en) | 2001-02-27 | 2006-10-17 | Plata-Salaman Carlos R | Carbamate compounds for use in preventing or treating bipolar disorder |
US6566550B2 (en) | 2001-06-21 | 2003-05-20 | Pfizer Inc | Substituted aromatic ethers as inhibitors of glycine transport |
HU227543B1 (en) | 2001-09-28 | 2011-08-29 | Richter Gedeon Nyrt | N-[4-(2-piperazin- and 2-piperidin-1-yl-ethyl)-cyclohexyl]-sulfon- and sulfamides, process for their preparation, their use and pharmaceutical compositions containing them |
SE0200301D0 (sv) | 2002-02-01 | 2002-02-01 | Axon Biochemicals Bv | Thio-carbostyril derivative |
US6919342B2 (en) | 2003-06-05 | 2005-07-19 | Abbott Gmbh & Co. Kg | Triazole compounds suitable for treating disorders that respond to modulation of the dopamine D3 receptor |
HU227534B1 (en) * | 2003-08-04 | 2011-08-29 | Richter Gedeon Nyrt | (thio)carbamoyl-cyclohexane derivatives, process for producing them and pharmaceutical compositions containing them |
DE102004047517A1 (de) | 2004-09-28 | 2006-03-30 | Merck Patent Gmbh | Neuartige Kristallform von (3-Cyan-1H-indol-7-yl)-[4-(4-fluorphenethyl)-piperazin-1-yl]-methanon, Hydrochlorid |
HUP0500170A3 (en) | 2005-02-03 | 2007-11-28 | Richter Gedeon Nyrt | Piperazine derivatives, process for producing them and pharmaceutical compositions containing them |
GT200600414A (es) | 2005-09-12 | 2007-09-20 | Sal de glucuranato de compuesto de piperazine | |
HU230748B1 (hu) | 2007-05-11 | 2018-02-28 | Richter Gedeon Nyrt | Új piperazin só és előállítási eljárása |
KR20150023937A (ko) | 2007-05-11 | 2015-03-05 | 리히터 게데온 닐트. | 카르바모일-사이클로헥산 유도체의 신규한 용매화물 및 결정 형태 |
HUP0700353A2 (en) * | 2007-05-18 | 2008-12-29 | Richter Gedeon Nyrt | Metabolites of (thio)carbamoyl-cyclohexane derivatives |
HUP0700369A2 (en) | 2007-05-24 | 2009-04-28 | Richter Gedeon Nyrt | Use of (thio)-carbamoyl-cyclohexane derivatives in the manufacture of a medicament for the treatment in the manufacture of a medicament for the treatment of schizophrenia |
HUP0700370A2 (en) | 2007-05-24 | 2009-04-28 | Richter Gedeon Nyrt | Use of (thio)-carbamoyl-cyclohexane derivatives in the manufacture of a medicament for the treatment of acute mania |
MX2010001171A (es) | 2007-08-01 | 2010-03-01 | Lundbeck & Co As H | Uso de abridores de canales de potasio kcnq para reducir los sintomas o tratar desordenes o afecciones en las cuales se encuentra anulado el sistema dopaminergico. |
US7875610B2 (en) | 2007-12-03 | 2011-01-25 | Richter Gedeon Nyrt. | Pyrimidinyl-piperazines useful as D3/D2 receptor ligands |
EP2251011B1 (en) | 2008-02-21 | 2012-04-04 | Richter Gedeon Nyrt. | Solid preparation for oral administration |
PL2317852T3 (pl) | 2008-07-16 | 2015-05-29 | Richter Gedeon Nyrt | Preparaty farmaceutyczne zawierające ligandy receptora dopaminy |
HU230067B1 (hu) | 2008-12-17 | 2015-06-29 | Richter Gedeon Nyrt | Új piperazin só és eljárás előállítására |
HUP0800765A2 (en) | 2008-12-18 | 2010-11-29 | Richter Gedeon Nyrt | A new process for the preparation of piperazine derivatives and their hydrochloric salts |
-
2008
- 2008-12-18 HU HU0800766A patent/HUP0800766A2/hu unknown
-
2009
- 2009-12-15 TW TW098142940A patent/TWI454464B/zh active
- 2009-12-18 CN CN200980150721.8A patent/CN102256955B/zh active Active
- 2009-12-18 JP JP2011541615A patent/JP5583689B2/ja active Active
- 2009-12-18 EA EA201170809A patent/EA019521B1/ru not_active IP Right Cessation
- 2009-12-18 EP EP09797147A patent/EP2367807B1/en active Active
- 2009-12-18 US US13/140,261 patent/US8569497B2/en active Active
- 2009-12-18 WO PCT/HU2009/000110 patent/WO2010070371A1/en active Application Filing
-
2012
- 2012-02-08 HK HK12101189.5A patent/HK1160847A1/xx unknown
Also Published As
Publication number | Publication date |
---|---|
CN102256955A (zh) | 2011-11-23 |
TWI454464B (zh) | 2014-10-01 |
WO2010070371A8 (en) | 2011-04-28 |
US8569497B2 (en) | 2013-10-29 |
HU0800766D0 (en) | 2009-03-02 |
US20110269959A1 (en) | 2011-11-03 |
TW201035057A (en) | 2010-10-01 |
WO2010070371A1 (en) | 2010-06-24 |
CN102256955B (zh) | 2014-03-12 |
EP2367807B1 (en) | 2013-02-13 |
HUP0800766A2 (en) | 2010-11-29 |
HK1160847A1 (en) | 2012-08-17 |
JP2012512862A (ja) | 2012-06-07 |
JP5583689B2 (ja) | 2014-09-03 |
EA019521B1 (ru) | 2014-04-30 |
EP2367807A1 (en) | 2011-09-28 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
MM4A | Lapse of a eurasian patent due to non-payment of renewal fees within the time limit in the following designated state(s) |
Designated state(s): AM AZ BY KZ KG MD TJ TM |