AU2001269388A1 - New processes for the production of fexofenadine - Google Patents
New processes for the production of fexofenadineInfo
- Publication number
- AU2001269388A1 AU2001269388A1 AU2001269388A AU6938801A AU2001269388A1 AU 2001269388 A1 AU2001269388 A1 AU 2001269388A1 AU 2001269388 A AU2001269388 A AU 2001269388A AU 6938801 A AU6938801 A AU 6938801A AU 2001269388 A1 AU2001269388 A1 AU 2001269388A1
- Authority
- AU
- Australia
- Prior art keywords
- sub
- compound
- formula
- fexofenadine
- alkyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D211/20—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms
- C07D211/22—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms by oxygen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/313—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by introduction of doubly bound oxygen containing functional groups, e.g. carboxyl groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Immunology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Pulmonology (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Saccharide Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Catalysts (AREA)
- Glass Compositions (AREA)
- Iron Core Of Rotating Electric Machines (AREA)
Abstract
An improved process for the manufacture of fexofenadine is described in which a compound of formula (F): wherein R<SUB>2 </SUB>represents COOH, COO-C<SUB>1-6 </SUB>alkyl or CN; and R<SUB>3 </SUB>represents hydrogen, mesylate, triflate, tosylate or carboxy-C<SUB>1-6</SUB>-alkyl, or a salt thereof is prepared by: (I) reacting a compound of formula (B): wherein R1 represents hydrogen or carboxy-C<SUB>1-6</SUB>-alkyl; and R<SUB>2 </SUB>is a hereinbefore defined, with a copper and/or silver compound in the presence of palladium or a compound thereof to yield a compound of formula (C): wherein R<SUB>1</SUB>, and R<SUB>2 </SUB>are as hereinbefore defined; (II) converting said compound of formula (C) into a compound of formula (E): wherein R<SUB>2 </SUB>and R<SUB>3 </SUB>are as hereinbefore defined and R<SUB>4 </SUB>represents a halogen atom, and (III) reacting said compound of formula (E) with azacyclonol.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB0018691 | 2000-07-28 | ||
GBGB0018691.6A GB0018691D0 (en) | 2000-07-28 | 2000-07-28 | Process |
PCT/IB2001/001294 WO2002010115A1 (en) | 2000-07-28 | 2001-07-19 | New processes for the production of fexofenadine |
Publications (1)
Publication Number | Publication Date |
---|---|
AU2001269388A1 true AU2001269388A1 (en) | 2002-02-13 |
Family
ID=9896639
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
AU2001269388A Abandoned AU2001269388A1 (en) | 2000-07-28 | 2001-07-19 | New processes for the production of fexofenadine |
Country Status (9)
Country | Link |
---|---|
US (1) | US7176318B2 (en) |
EP (1) | EP1307423B1 (en) |
AT (1) | ATE389631T1 (en) |
AU (1) | AU2001269388A1 (en) |
DE (1) | DE60133288T2 (en) |
ES (1) | ES2302737T3 (en) |
GB (1) | GB0018691D0 (en) |
PT (1) | PT1307423E (en) |
WO (1) | WO2002010115A1 (en) |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN100390145C (en) * | 2001-06-18 | 2008-05-28 | 雷迪实验室有限公司 | Novel crystalline forms of 4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-a, a-dimethylbenzene acetic acid and its hydrochloride |
US7700779B2 (en) | 2001-06-18 | 2010-04-20 | Dr. Reddy's Laboratories Limited | Crystalline forms of fexofenadine and its hydrochloride |
EP1616861A3 (en) * | 2004-06-15 | 2006-02-08 | Dipharma S.p.A. | A process for the preparation of keto compounds |
US7498345B2 (en) * | 2004-09-17 | 2009-03-03 | Albany Molecular Research, Inc. | Process for production of piperidine derivatives |
US7498443B2 (en) | 2004-09-17 | 2009-03-03 | Albany Molecular Research, Inc. | Process for production of carebastine |
WO2009102155A2 (en) | 2008-02-12 | 2009-08-20 | Yuhan Corporation | Process for preparation of 2-methyl-2´-phenylpropionic acid derivatives and novel intermediate compounds |
CN102070512B (en) * | 2009-11-21 | 2014-11-19 | 浙江华海药业股份有限公司 | Synthesizing route and preparation method of high-purity fexofenadine and intermediate thereof |
CN102070490B (en) * | 2009-11-21 | 2014-07-30 | 浙江华海药业股份有限公司 | Method for preparing fexofenadine intermediate 2-(4-(4-maloyl) phenyl)-2-methylpropionitrile |
ITMI20120589A1 (en) * | 2012-04-12 | 2013-10-13 | Chemelectiva S R L | USEFUL INTERMEDIATES FOR THE SYNTHESIS OF FEXOPHENADINE, PROCESS FOR THEIR PREPARATION AND FOR THE PREPARATION OF FEXOFENADINE |
US20130237709A1 (en) * | 2012-03-02 | 2013-09-12 | Chemelectiva S.R.L. | Intermediates useful for the synthesis of fexofenadine, processes for their preparation and for the preparation of fexofenadine |
CN107428678B (en) | 2015-01-22 | 2021-01-01 | 赛诺菲-安万特德国有限公司 | Process for the preparation of 2- [4- (cyclopropanecarbonyl) phenyl ] -2-methyl-propionitrile |
RS59874B1 (en) * | 2015-10-22 | 2020-03-31 | Sanofi Aventis Deutschland | Process for the preparation of fexofenadine and of intermediates used therein |
CN107782804B (en) * | 2016-08-25 | 2020-11-13 | 人福普克药业(武汉)有限公司 | Method for detecting related substances in fexofenadine hydrochloride sample |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5499135A (en) * | 1990-12-24 | 1996-03-12 | Alcatel N.V. | Optical amplifier |
KR100387347B1 (en) * | 1993-06-24 | 2003-11-28 | 알바니 몰레큘라 리써치, 인크. | Piperidine derivatives and preparation methods thereof |
EP2261207A1 (en) * | 1993-06-25 | 2010-12-15 | Aventisub II Inc. | Intermediates for the preparation of antihistaminic 4-diphenylmethyl/diphenylmethoxy piperidine derivatives |
IT1271417B (en) | 1993-10-15 | 1997-05-28 | Erregierre Ind Chim | COMPOUNDS WITH ANTIHISTAMIN ACTIVITY PROCEDURE FOR THEIR PREPERATION AND PHARMACEUTICAL COMPOSITIONS THAT CONTAIN THEM. |
JPH08237203A (en) * | 1995-02-23 | 1996-09-13 | Fujitsu Ltd | Optical filter array, optical transmitter and optical transmission system |
US6101200A (en) * | 1997-12-24 | 2000-08-08 | Nortel Networks Corporation | Laser module allowing simultaneous wavelength and power control |
US6134253A (en) * | 1998-02-19 | 2000-10-17 | Jds Uniphase Corporation | Method and apparatus for monitoring and control of laser emission wavelength |
FR2776302B1 (en) * | 1998-03-19 | 2002-04-12 | Hoechst Marion Roussel Inc | NEW PROCESS FOR THE PREPARATION OF FEXOFENADINE |
JP3197869B2 (en) * | 1998-03-31 | 2001-08-13 | アンリツ株式会社 | Tunable laser light source device |
US6018536A (en) * | 1998-11-20 | 2000-01-25 | Sarnoff Corporation | Multiple-wavelength mode-locked laser |
-
2000
- 2000-07-28 GB GBGB0018691.6A patent/GB0018691D0/en not_active Ceased
-
2001
- 2001-07-19 AT AT01947748T patent/ATE389631T1/en not_active IP Right Cessation
- 2001-07-19 EP EP01947748A patent/EP1307423B1/en not_active Expired - Lifetime
- 2001-07-19 PT PT01947748T patent/PT1307423E/en unknown
- 2001-07-19 US US10/333,974 patent/US7176318B2/en not_active Expired - Fee Related
- 2001-07-19 ES ES01947748T patent/ES2302737T3/en not_active Expired - Lifetime
- 2001-07-19 WO PCT/IB2001/001294 patent/WO2002010115A1/en active IP Right Grant
- 2001-07-19 AU AU2001269388A patent/AU2001269388A1/en not_active Abandoned
- 2001-07-19 DE DE60133288T patent/DE60133288T2/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
ATE389631T1 (en) | 2008-04-15 |
EP1307423A1 (en) | 2003-05-07 |
DE60133288D1 (en) | 2008-04-30 |
WO2002010115A1 (en) | 2002-02-07 |
US7176318B2 (en) | 2007-02-13 |
GB0018691D0 (en) | 2000-09-20 |
US20030166682A1 (en) | 2003-09-04 |
ES2302737T3 (en) | 2008-08-01 |
PT1307423E (en) | 2008-06-09 |
DE60133288T2 (en) | 2009-04-16 |
EP1307423B1 (en) | 2008-03-19 |
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