BR112013025274A2 - processo de aminação redutora para preparação de dronedarona usando composto intermediário de amina - Google Patents
processo de aminação redutora para preparação de dronedarona usando composto intermediário de aminaInfo
- Publication number
- BR112013025274A2 BR112013025274A2 BR112013025274A BR112013025274A BR112013025274A2 BR 112013025274 A2 BR112013025274 A2 BR 112013025274A2 BR 112013025274 A BR112013025274 A BR 112013025274A BR 112013025274 A BR112013025274 A BR 112013025274A BR 112013025274 A2 BR112013025274 A2 BR 112013025274A2
- Authority
- BR
- Brazil
- Prior art keywords
- preparation
- dronedarone
- amine intermediate
- amination process
- reducing amination
- 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
- 238000005576 amination reaction Methods 0.000 title abstract 2
- 150000001412 amines Chemical class 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 3
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 abstract 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 239000003638 chemical reducing agent Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- HGBOYTHUEUWSSQ-UHFFFAOYSA-N valeric aldehyde Natural products CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 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
-
- 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
- C07D307/81—Radicals substituted by nitrogen atoms not forming part of a nitro radical
-
- 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
-
- 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
- C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
- C07D307/83—Oxygen atoms
-
- 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
- C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
- C07D307/84—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C07D307/85—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 2
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Life Sciences & Earth Sciences (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Steroid Compounds (AREA)
- Furan Compounds (AREA)
- Peptides Or Proteins (AREA)
Abstract
resumo patente de invenção: "processo de aminação redutora para preparação de dronedarona usando composto intermediário de amina". a presente invenção refere-se a um novo processo de preparação de dronedarona de fórmula (i) e seus sais farmaceuticamente aceitáveis, caracterizado pelo fato de que um composto de fórmula (ii) é reagido na presença de um agente redutor com butiraldeído e/ou ácido butanóico, e separação do produto obtido e, se desejado, convertê-lo em um sal farmaceuticamente aceitável do mesmo. a invenção refere-se também a alguns novos compostos intermediários e sua preparação.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU1100166A HUP1100166A2 (en) | 2011-03-29 | 2011-03-29 | Reductive amination process for preparation of dronedarone using amine intermediary compound |
PCT/HU2012/000021 WO2012131410A1 (en) | 2011-03-29 | 2012-03-27 | Reductive amination process for preparation of dronedarone using amine intermediary compound |
Publications (1)
Publication Number | Publication Date |
---|---|
BR112013025274A2 true BR112013025274A2 (pt) | 2016-07-19 |
Family
ID=89990231
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
BR112013025274A BR112013025274A2 (pt) | 2011-03-29 | 2012-03-27 | processo de aminação redutora para preparação de dronedarona usando composto intermediário de amina |
Country Status (13)
Country | Link |
---|---|
US (1) | US9024046B2 (pt) |
EP (1) | EP2691381A1 (pt) |
JP (1) | JP2014514292A (pt) |
CN (1) | CN103562196A (pt) |
AU (1) | AU2012235911A1 (pt) |
BR (1) | BR112013025274A2 (pt) |
CA (1) | CA2831689A1 (pt) |
HU (1) | HUP1100166A2 (pt) |
IL (1) | IL228472A0 (pt) |
MX (1) | MX2013011259A (pt) |
RU (1) | RU2013148026A (pt) |
SG (1) | SG194021A1 (pt) |
WO (1) | WO2012131410A1 (pt) |
Families Citing this family (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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 (en) | 2012-01-20 | 2013-07-24 | Sanofi | Process for preparation of dronedarone by the use of dibutylaminopropanol reagent |
US9221778B2 (en) | 2012-02-13 | 2015-12-29 | Sanofi | Process for preparation of dronedarone by removal of hydroxyl group |
WO2013121234A1 (en) | 2012-02-14 | 2013-08-22 | Sanofi | Process for the preparation of dronedarone by oxidation of a sulphenyl group |
US9382223B2 (en) | 2012-02-22 | 2016-07-05 | Sanofi | Process for preparation of dronedarone by oxidation of a hydroxyl group |
WO2013178337A1 (en) | 2012-05-31 | 2013-12-05 | Sanofi | Process for preparation of dronedarone by grignard reaction |
CN103716116B (zh) * | 2012-09-28 | 2019-04-16 | 中兴通讯股份有限公司 | 信道状态信息反馈信令的配置方法、基站和终端 |
US10390254B2 (en) * | 2013-10-10 | 2019-08-20 | Lg Electronics Inc. | Interference cancellation method and apparatus between terminals in wireless access system supporting full-duplex radio scheme |
KR102598775B1 (ko) * | 2016-10-27 | 2023-11-03 | 에스칼리에 바이오사이언시스, 비브이 | Ror감마 조절제 |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH06104663B2 (ja) | 1986-07-02 | 1994-12-21 | 旭化成工業株式会社 | 芳香族環状酸無水物の製造法 |
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. |
FR2817864B1 (fr) | 2000-12-11 | 2003-02-21 | Sanofi Synthelabo | Derive de methanesulfonamido-benzofurane, son procede de preparation et son utilisation comme intermediaire de synthese |
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 |
CN101153012B (zh) * | 2006-09-29 | 2010-06-23 | 北京德众万全药物技术开发有限公司 | 一种决奈达隆关键中间体的新的制备方法 |
US20120122971A1 (en) | 2009-04-08 | 2012-05-17 | Cambrex Karlskoga Ab | New process for preparing hydroxylamines and medicaments |
CN101838252B (zh) * | 2010-05-27 | 2016-05-04 | 北京德众万全医药科技有限公司 | 2-正丁基-5-取代氨基苯并呋喃及其制备方法 |
-
2011
- 2011-03-29 HU HU1100166A patent/HUP1100166A2/hu unknown
-
2012
- 2012-03-27 CN CN201280026110.4A patent/CN103562196A/zh active Pending
- 2012-03-27 WO PCT/HU2012/000021 patent/WO2012131410A1/en active Application Filing
- 2012-03-27 RU RU2013148026/04A patent/RU2013148026A/ru not_active Application Discontinuation
- 2012-03-27 EP EP12716595.9A patent/EP2691381A1/en not_active Withdrawn
- 2012-03-27 US US14/007,170 patent/US9024046B2/en active Active
- 2012-03-27 AU AU2012235911A patent/AU2012235911A1/en not_active Abandoned
- 2012-03-27 CA CA2831689A patent/CA2831689A1/en not_active Abandoned
- 2012-03-27 SG SG2013073341A patent/SG194021A1/en unknown
- 2012-03-27 JP JP2014501731A patent/JP2014514292A/ja active Pending
- 2012-03-27 MX MX2013011259A patent/MX2013011259A/es not_active Application Discontinuation
- 2012-03-27 BR BR112013025274A patent/BR112013025274A2/pt not_active IP Right Cessation
-
2013
- 2013-09-16 IL IL228472A patent/IL228472A0/en unknown
Also Published As
Publication number | Publication date |
---|---|
CN103562196A (zh) | 2014-02-05 |
EP2691381A1 (en) | 2014-02-05 |
US20140018554A1 (en) | 2014-01-16 |
HUP1100166A2 (en) | 2012-12-28 |
AU2012235911A1 (en) | 2013-10-24 |
MX2013011259A (es) | 2014-03-27 |
RU2013148026A (ru) | 2015-05-10 |
JP2014514292A (ja) | 2014-06-19 |
US9024046B2 (en) | 2015-05-05 |
CA2831689A1 (en) | 2012-10-04 |
SG194021A1 (en) | 2013-11-29 |
WO2012131410A1 (en) | 2012-10-04 |
IL228472A0 (en) | 2013-12-31 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
B08F | Application dismissed because of non-payment of annual fees [chapter 8.6 patent gazette] |
Free format text: REFERENTE AS 3A E 4A ANUIDADES. |
|
B08K | Patent lapsed as no evidence of payment of the annual fee has been furnished to inpi [chapter 8.11 patent gazette] |
Free format text: EM VIRTUDE DO ARQUIVAMENTO PUBLICADO NA RPI 2386 DE 27-09-2016 E CONSIDERANDO AUSENCIA DE MANIFESTACAO DENTRO DOS PRAZOS LEGAIS, INFORMO QUE CABE SER MANTIDO O ARQUIVAMENTO DO PEDIDO DE PATENTE, CONFORME O DISPOSTO NO ARTIGO 12, DA RESOLUCAO 113/2013. |