MA33283B1 - Procédé pour la production d'intermédiaires de dronédarone - Google Patents
Procédé pour la production d'intermédiaires de dronédaroneInfo
- Publication number
- MA33283B1 MA33283B1 MA34362A MA34362A MA33283B1 MA 33283 B1 MA33283 B1 MA 33283B1 MA 34362 A MA34362 A MA 34362A MA 34362 A MA34362 A MA 34362A MA 33283 B1 MA33283 B1 MA 33283B1
- Authority
- MA
- Morocco
- Prior art keywords
- dronedarone
- production
- intermediaries
- subsequent
- ethanone
- Prior art date
Links
- ZQTNQVWKHCQYLQ-UHFFFAOYSA-N dronedarone Chemical compound C1=CC(OCCCN(CCCC)CCCC)=CC=C1C(=O)C1=C(CCCC)OC2=CC=C(NS(C)(=O)=O)C=C12 ZQTNQVWKHCQYLQ-UHFFFAOYSA-N 0.000 title abstract 3
- 229960002084 dronedarone Drugs 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 3
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 abstract 2
- TZWFMUKHXIOGKZ-UHFFFAOYSA-N 2-(2-hydroxy-5-nitrophenyl)-1-(4-methoxyphenyl)ethanone Chemical compound C1=CC(OC)=CC=C1C(=O)CC1=CC([N+]([O-])=O)=CC=C1O TZWFMUKHXIOGKZ-UHFFFAOYSA-N 0.000 abstract 1
- 229910021536 Zeolite Inorganic materials 0.000 abstract 1
- 230000010933 acylation Effects 0.000 abstract 1
- 238000005917 acylation reaction Methods 0.000 abstract 1
- 229910000323 aluminium silicate Inorganic materials 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 230000017858 demethylation Effects 0.000 abstract 1
- 238000010520 demethylation reaction Methods 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 239000010457 zeolite Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
- C07D307/80—Radicals substituted by oxygen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/34—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide
- A61K31/343—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide condensed with a carbocyclic ring, e.g. coumaran, bufuralol, befunolol, clobenfurol, amiodarone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/06—Antiarrhythmics
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Epidemiology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Furan Compounds (AREA)
- Catalysts (AREA)
Abstract
La présente invention a pour objet un procédé de production d'intermédiaires de la dronédarone de formule (I), par acylation de la 2-(2-hydroxy-5-nitrophényl)-1-(4-méthoxyphényl)éthanone, traitement subséquent de l'ester avec des bases et un catalyseur à base de zéolite (aluminosilicate) et déméthylation subséquente éventuelle. Ce procédé peut être utilisé pour la production de dronédarone.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP09290394 | 2009-05-27 | ||
| US24454709P | 2009-09-22 | 2009-09-22 | |
| PCT/EP2010/057272 WO2010136502A1 (fr) | 2009-05-27 | 2010-05-26 | Procédé de production d'intermédiaires de la dronédarone |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MA33283B1 true MA33283B1 (fr) | 2012-05-02 |
Family
ID=41055218
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MA34362A MA33283B1 (fr) | 2009-05-27 | 2010-05-26 | Procédé pour la production d'intermédiaires de dronédarone |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US8658808B2 (fr) |
| EP (1) | EP2435413B1 (fr) |
| JP (1) | JP2012528115A (fr) |
| KR (1) | KR20120018371A (fr) |
| CN (1) | CN102448947A (fr) |
| AR (1) | AR076603A1 (fr) |
| AU (1) | AU2010251976A1 (fr) |
| BR (1) | BRPI1012018A2 (fr) |
| CA (1) | CA2766077A1 (fr) |
| CO (1) | CO6480942A2 (fr) |
| IL (1) | IL216322A0 (fr) |
| MA (1) | MA33283B1 (fr) |
| MX (1) | MX2011011893A (fr) |
| MY (1) | MY183448A (fr) |
| NZ (1) | NZ596732A (fr) |
| RU (1) | RU2011153309A (fr) |
| SG (1) | SG176212A1 (fr) |
| TW (1) | TW201111354A (fr) |
| UY (1) | UY32657A (fr) |
| WO (1) | WO2010136502A1 (fr) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW201107303A (en) | 2009-05-27 | 2011-03-01 | Sanofi Aventis | Process for the production of benzofurans |
| HUP0900759A2 (en) | 2009-12-08 | 2011-11-28 | Sanofi Aventis | Novel process for producing dronedarone |
| HUP1000010A2 (en) | 2010-01-08 | 2011-11-28 | Sanofi Sa | Process for producing dronedarone |
| FR2957079B1 (fr) | 2010-03-02 | 2012-07-27 | Sanofi Aventis | Procede de synthese de derives de cetobenzofurane |
| FR2958290B1 (fr) | 2010-03-30 | 2012-10-19 | Sanofi Aventis | Procede de preparation de derives de sulfonamido-benzofurane |
| FR2958291B1 (fr) | 2010-04-01 | 2013-07-05 | Sanofi Aventis | Procede de preparation de derives d'amino-benzofurane |
| HUP1000330A2 (en) | 2010-06-18 | 2011-12-28 | Sanofi Sa | Process for the preparation of dronedarone and the novel intermediates |
| FR2962731B1 (fr) | 2010-07-19 | 2012-08-17 | Sanofi Aventis | Procede de preparation de derives d'amino-benzoyl-benzofurane |
| FR2963006B1 (fr) | 2010-07-21 | 2013-03-15 | Sanofi Aventis | Procede de preparation de derives de nitro-benzofurane |
| HUP1000386A2 (en) | 2010-07-22 | 2012-05-29 | Sanofi Sa | Novel process for producing dronedarone |
| HUP1100167A2 (en) | 2011-03-29 | 2012-11-28 | Sanofi Sa | Process for preparation of dronedarone by mesylation |
| HUP1100165A2 (en) | 2011-03-29 | 2012-12-28 | Sanofi Sa | Process for preparation of dronedarone by n-butylation |
| FR2983198B1 (fr) | 2011-11-29 | 2013-11-15 | Sanofi Sa | Procede de preparation de derives de 5-amino-benzoyl-benzofurane |
| EP2617718A1 (fr) | 2012-01-20 | 2013-07-24 | Sanofi | Procédé de préparation de dronédarone à l'aide d'un réactif dibutylaminopropanol |
| US9221778B2 (en) | 2012-02-13 | 2015-12-29 | Sanofi | Process for preparation of dronedarone by removal of hydroxyl group |
| WO2013121234A1 (fr) | 2012-02-14 | 2013-08-22 | Sanofi | Procédé de préparation de dronédarone par oxydation d'un groupe sulphényle |
| WO2013124745A1 (fr) | 2012-02-22 | 2013-08-29 | Sanofi | Procédé pour la préparation de dronédarone par l'oxydation d'un groupe hydroxyle |
| US9238636B2 (en) | 2012-05-31 | 2016-01-19 | Sanofi | Process for preparation of dronedarone by Grignard reaction |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3577441A (en) | 1967-03-07 | 1971-05-04 | Warner Lambert Pharmaceutical | Nitro substituted benzofurans |
| US3657350A (en) | 1967-05-09 | 1972-04-18 | Sterling Drug Inc | Process and compositions |
| FR2665444B1 (fr) | 1990-08-06 | 1992-11-27 | Sanofi Sa | Derives d'amino-benzofuranne, benzothiophene ou indole, leur procede de preparation ainsi que les compositions les contenant. |
| FR2809397B1 (fr) * | 2000-05-24 | 2002-07-19 | Rhodia Chimie Sa | Procede de preparation d'un compose de type benzofuranne ou benzothiophene |
| BR0014810A (pt) | 1999-10-21 | 2002-06-11 | Rhodia Chimie Sa | Processo de preparação de um composto do tipo benzofurano ou benzotiofeno |
| FR2800067B1 (fr) | 1999-10-21 | 2004-12-17 | Rhodia Chimie Sa | Intermediaires de fabrication d'un derive de type benzofurane ou benzothiophene nitre en position 5 et leurs utilisations |
| FR2817865B1 (fr) | 2000-12-11 | 2005-02-18 | Sanofi Synthelabo | Derive aminoalkoxybenzoyle sous forme de sel, son procede de preparation et son utilisation comme intermediaire de synthese |
| IL146389A0 (en) | 2001-11-08 | 2002-07-25 | Isp Finetech Ltd | Process for the preparation of dronedarone |
| FR2833259B1 (fr) * | 2001-12-10 | 2004-08-27 | Oreal | Procede de preparation de 2-arylbenzofuranes, composes intermediaires, 2-arylbenzofuranes et compositions les comprenant |
| US20080033209A1 (en) | 2004-08-24 | 2008-02-07 | Basf Aktiengsellschaft | Method For High-Purity Quaternary Ammonium Compounds |
| GB0611210D0 (en) | 2006-06-07 | 2006-07-19 | Cambrex Karlskoga Ab | Process |
| GB0719180D0 (en) * | 2007-10-02 | 2007-11-14 | Cambrex Karlskoga Ab | New process |
| TW201107303A (en) | 2009-05-27 | 2011-03-01 | Sanofi Aventis | Process for the production of benzofurans |
-
2010
- 2010-05-25 TW TW099116588A patent/TW201111354A/zh unknown
- 2010-05-25 UY UY0001032657A patent/UY32657A/es not_active Application Discontinuation
- 2010-05-26 MX MX2011011893A patent/MX2011011893A/es active IP Right Grant
- 2010-05-26 MA MA34362A patent/MA33283B1/fr unknown
- 2010-05-26 EP EP10724025.1A patent/EP2435413B1/fr active Active
- 2010-05-26 NZ NZ596732A patent/NZ596732A/xx not_active IP Right Cessation
- 2010-05-26 MY MYPI2011005294A patent/MY183448A/en unknown
- 2010-05-26 CA CA2766077A patent/CA2766077A1/fr not_active Abandoned
- 2010-05-26 CN CN2010800231580A patent/CN102448947A/zh active Pending
- 2010-05-26 WO PCT/EP2010/057272 patent/WO2010136502A1/fr not_active Ceased
- 2010-05-26 BR BRPI1012018A patent/BRPI1012018A2/pt not_active IP Right Cessation
- 2010-05-26 JP JP2012512364A patent/JP2012528115A/ja not_active Abandoned
- 2010-05-26 US US13/322,094 patent/US8658808B2/en active Active
- 2010-05-26 KR KR1020117031011A patent/KR20120018371A/ko not_active Withdrawn
- 2010-05-26 RU RU2011153309/04A patent/RU2011153309A/ru not_active Application Discontinuation
- 2010-05-26 AU AU2010251976A patent/AU2010251976A1/en not_active Abandoned
- 2010-05-26 SG SG2011086667A patent/SG176212A1/en unknown
- 2010-05-26 AR ARP100101811A patent/AR076603A1/es not_active Application Discontinuation
-
2011
- 2011-11-13 IL IL216322A patent/IL216322A0/en unknown
- 2011-12-23 CO CO11177469A patent/CO6480942A2/es not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| AR076603A1 (es) | 2011-06-22 |
| US20120077995A1 (en) | 2012-03-29 |
| CN102448947A (zh) | 2012-05-09 |
| WO2010136502A1 (fr) | 2010-12-02 |
| MX2011011893A (es) | 2011-12-08 |
| KR20120018371A (ko) | 2012-03-02 |
| EP2435413A1 (fr) | 2012-04-04 |
| CO6480942A2 (es) | 2012-07-16 |
| US8658808B2 (en) | 2014-02-25 |
| CA2766077A1 (fr) | 2010-12-02 |
| MY183448A (en) | 2021-02-18 |
| SG176212A1 (en) | 2012-01-30 |
| BRPI1012018A2 (pt) | 2015-09-22 |
| RU2011153309A (ru) | 2013-07-10 |
| EP2435413B1 (fr) | 2014-05-07 |
| NZ596732A (en) | 2013-07-26 |
| IL216322A0 (en) | 2012-01-31 |
| UY32657A (es) | 2010-12-31 |
| TW201111354A (en) | 2011-04-01 |
| JP2012528115A (ja) | 2012-11-12 |
| AU2010251976A1 (en) | 2011-12-22 |
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