WO2010089764A3 - Improved process for preparation of nebivolol hydrochloride - Google Patents
Improved process for preparation of nebivolol hydrochloride Download PDFInfo
- Publication number
- WO2010089764A3 WO2010089764A3 PCT/IN2010/000004 IN2010000004W WO2010089764A3 WO 2010089764 A3 WO2010089764 A3 WO 2010089764A3 IN 2010000004 W IN2010000004 W IN 2010000004W WO 2010089764 A3 WO2010089764 A3 WO 2010089764A3
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- benzopyran
- dihydro
- fluoro
- nebivolol
- preparation
- 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.)
- Ceased
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
An improved process for the preparation of nebivolol and its pharmaceutically acceptable salts is disclosed Concretely, the process involves a) esterifying 6-fluoro-3,4-dihydro-2H-l-benzopyran-2-carboxylic acid to provide alkyl 6-fluoro-3,4-dihydro-2H-l-benzopyran-2-carboxylate, b) reducing the alkyl 6-fluoro-3,4-dihydro-2H-l-benzopyran-2-carboxylate to provide 6-fluoro-3,4-dihydro-2H-l-benzopyran-2-carboxaldehyde, which is subsequently converted to 6-fluoro-3,4-dihydro-2-oxiranyl-2H-l-benzopyran, c) reacting 6-fluoro-3,4-dihydro-2-oxiranyl-2H-l-benzopyran with benzyl amine in a suitable solvent followed by treatment with suitable organic acid, and recrystalhzing the obtained compound to provide the corresponding organic acid salt of benzyl protected nebivolol, d) debenzylating the benzyl protected nebivolol salt, followed by treatment with hydrochloric acid to provide nebivolol hydrochloride
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IN19/CHE/2009 | 2009-01-05 | ||
| IN19CH2009 | 2009-01-05 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| WO2010089764A2 WO2010089764A2 (en) | 2010-08-12 |
| WO2010089764A3 true WO2010089764A3 (en) | 2010-11-04 |
Family
ID=42542465
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/IN2010/000004 Ceased WO2010089764A2 (en) | 2009-01-05 | 2010-01-05 | Improved process for the preparation of nebivolol hydrochloride |
Country Status (1)
| Country | Link |
|---|---|
| WO (1) | WO2010089764A2 (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102329291A (en) * | 2011-07-27 | 2012-01-25 | 上海现代制药股份有限公司 | Method for preparing 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-formaldehyde |
| ITRM20110418A1 (en) | 2011-08-02 | 2013-02-03 | Menarini Int Operations Lu Sa | PROCESS FOR THE PREPARATION OF EPOXY WHICH INTERMEDIATES FOR THE SYNTHESIS OF NEBIVOLOL. |
| ES2700973T3 (en) | 2014-02-14 | 2019-02-20 | Corden Pharma Int Gmbh | Process without base for the preparation of intermediate ketone compounds that can be used to manufacture nebivolol |
| EP2907810A1 (en) | 2014-02-14 | 2015-08-19 | Corden Pharma International GmbH | A new method for producing nebivolol hydrochloride of high purity |
| DE102014107132A1 (en) | 2014-05-20 | 2015-11-26 | Corden Pharma International Gmbh | Process for the preparation of epoxides which can be used in the preparation of nebivolol and its derivatives |
| WO2016185492A1 (en) * | 2015-05-19 | 2016-11-24 | Ipca Laboratories Limited | Process for preparation of nebivolol and it's salts |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4654362A (en) * | 1983-12-05 | 1987-03-31 | Janssen Pharmaceutica, N.V. | Derivatives of 2,2'-iminobisethanol |
| WO2004041805A1 (en) * | 2002-11-06 | 2004-05-21 | EGIS Gyógyszergyár Rt. | NEW PROCESS FOR THE PREPARATION OF RACEMIC ([2S[2R*[R[R*]]]] and ([2R[2S*[S[S*]]]]-(±)- α,α' -[imino-bis(methylene)]bis[6-fluorochroman-2-methanol] AND ITS PURE [2S[2R*[R[R*]& |
| WO2006016376A1 (en) * | 2004-08-11 | 2006-02-16 | Hetero Drugs Limited | A novel process for preparation of nebivolol intermediates |
| WO2006025070A2 (en) * | 2004-07-30 | 2006-03-09 | Torrent Pharmaceuticals Limited | Nebivolol and its pharmaceutically acceptable salts, process for preparation and pharmaceutical compositions of nebivolol |
-
2010
- 2010-01-05 WO PCT/IN2010/000004 patent/WO2010089764A2/en not_active Ceased
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4654362A (en) * | 1983-12-05 | 1987-03-31 | Janssen Pharmaceutica, N.V. | Derivatives of 2,2'-iminobisethanol |
| WO2004041805A1 (en) * | 2002-11-06 | 2004-05-21 | EGIS Gyógyszergyár Rt. | NEW PROCESS FOR THE PREPARATION OF RACEMIC ([2S[2R*[R[R*]]]] and ([2R[2S*[S[S*]]]]-(±)- α,α' -[imino-bis(methylene)]bis[6-fluorochroman-2-methanol] AND ITS PURE [2S[2R*[R[R*]& |
| WO2006025070A2 (en) * | 2004-07-30 | 2006-03-09 | Torrent Pharmaceuticals Limited | Nebivolol and its pharmaceutically acceptable salts, process for preparation and pharmaceutical compositions of nebivolol |
| WO2006016376A1 (en) * | 2004-08-11 | 2006-02-16 | Hetero Drugs Limited | A novel process for preparation of nebivolol intermediates |
Non-Patent Citations (1)
| Title |
|---|
| DATABASE CASREACT 6 November 2009 (2009-11-06), Database accession no. 152:525671 * |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2010089764A2 (en) | 2010-08-12 |
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| Date | Code | Title | Description |
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