AR061112A1 - Procedimientos para la produccion de derivados de benzopiran-2-ol, fesoterodina y un derivado de la tolterodina e intermediarios de sintesis de los citados procesos. - Google Patents
Procedimientos para la produccion de derivados de benzopiran-2-ol, fesoterodina y un derivado de la tolterodina e intermediarios de sintesis de los citados procesos.Info
- Publication number
- AR061112A1 AR061112A1 ARP070102234A ARP070102234A AR061112A1 AR 061112 A1 AR061112 A1 AR 061112A1 AR P070102234 A ARP070102234 A AR P070102234A AR P070102234 A ARP070102234 A AR P070102234A AR 061112 A1 AR061112 A1 AR 061112A1
- Authority
- AR
- Argentina
- Prior art keywords
- compound
- formula
- producing
- fesoterodine
- tolterodine
- Prior art date
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
- C07D311/06—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2
- C07D311/20—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 hydrogenated in the hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/02—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions involving the formation of amino groups from compounds containing hydroxy groups or etherified or esterified hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C219/00—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C219/26—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
- C07C219/28—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton having amino groups bound to acyclic carbon atoms of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/69—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by addition to carbon-to-carbon double or triple bonds
-
- 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)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pyrane Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
Abstract
Un procedimiento para producir un compuesto de formula (1), en la que Y se selecciona de CH3, CH2OH, CH2CH2OH, CH2Br y Br; que comprende las etapas de: (i) hacer reaccionar un compuesto de formula (2), en la que OX es hidroxi o O-M+, en el que M+ es un cation seleccionado de Li+, Na+ y K+, e Y es como se ha definido antes; con trans-cinamaldehído (3) en presencia de un compuesto amina secundaria; y después (ii) tratar el producto de la etapa precedente con ácido para dar el compuesto de formula (1). El procedimiento anterior se puede usar en la produccion de tolterodina y fesoterodina, que son utiles en el tratamiento de la vejiga hiperactiva. También se proveen intermediarios del proceso de preparacion descrito. Reivindicacion 18: Un procedimiento para producir un compuesto de formula (4), en la que Y es como se ha definido en la reivindicacion 1, o una sal del mismo, que comprende: (a) producir un compuesto de formula (1) como se ha definido en la reivindicacion 1, usando el procedimiento reivindicado en una cualquiera de las reivindicaciones precedentes; después (b) llevar a cabo la aminacion reductora del compuesto de formula (1) con diisopropilamina; (c) y cuando se desee, convertir el compuesto resultante en una sal. Reivindicacion 21: Un procedimiento para producir fesoterodina, o una sal de la misma farmacéuticamente aceptable, que comprende: (a) producir un compuesto de formula (4), como se define en la reivindicacion 18, en el que Y es CH2OH, usando el procedimiento de la reivindicacion 18; (b) resolver el producto de la etapa (a) para obtener el enantiomero (R); (c) acilar el grupo hidroxi fenolico del producto de la etapa (b) para producir el correspondiente éster del ácido isobutírico; (d) y cuando se desee o sea necesario, convertir el compuesto resultante en una sal farmacéuticamente aceptable.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US80306806P | 2006-05-24 | 2006-05-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR061112A1 true AR061112A1 (es) | 2008-08-06 |
Family
ID=37232871
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP070102234A AR061112A1 (es) | 2006-05-24 | 2007-05-23 | Procedimientos para la produccion de derivados de benzopiran-2-ol, fesoterodina y un derivado de la tolterodina e intermediarios de sintesis de los citados procesos. |
Country Status (25)
| Country | Link |
|---|---|
| US (1) | US8067594B2 (es) |
| EP (1) | EP2029567B1 (es) |
| JP (1) | JP5269349B2 (es) |
| KR (1) | KR101087326B1 (es) |
| CN (1) | CN101454304B (es) |
| AR (1) | AR061112A1 (es) |
| AT (1) | ATE480531T1 (es) |
| AU (1) | AU2007266761B2 (es) |
| BR (1) | BRPI0712037A2 (es) |
| CA (1) | CA2651978C (es) |
| CY (1) | CY1110823T1 (es) |
| DE (1) | DE602007009096D1 (es) |
| DK (1) | DK2029567T3 (es) |
| ES (1) | ES2350056T3 (es) |
| HK (1) | HK1133425A1 (es) |
| IL (2) | IL194959A0 (es) |
| MX (1) | MX2008012976A (es) |
| NZ (1) | NZ571988A (es) |
| PL (1) | PL2029567T3 (es) |
| PT (1) | PT2029567E (es) |
| RU (1) | RU2397163C2 (es) |
| SG (1) | SG158070A1 (es) |
| TW (1) | TWI343381B (es) |
| WO (1) | WO2007138440A1 (es) |
| ZA (1) | ZA200808527B (es) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MX2008015973A (es) | 2006-06-12 | 2009-01-12 | Sanol Arznei Schwarz Gmbh | Intermediario quiralico nuevo, proceso para producir el mismo y su uso en la fabricacion de tolterodina, fesoterodina o el metabolito activo de los mismos. |
| MX2011011937A (es) | 2009-05-11 | 2012-01-27 | Ratiopharm Gmbh | Desfesoterodina en la forma de una sal del acido tartarico. |
| ES2456866T3 (es) | 2009-07-27 | 2014-04-23 | Crystal Pharma, S.A.U. | Procedimiento para la obtención de 3,3-difenilpropilaminas |
| IT1396373B1 (it) | 2009-10-29 | 2012-11-19 | Dipharma Francis Srl | Procedimento per la preparazione di fesoterodina. |
| EP2364966A1 (en) | 2010-03-09 | 2011-09-14 | LEK Pharmaceuticals d.d. | Process for preparation of 3-(2-hydroxy-5-substituted phenyl)-3-phenylpropylamines, intermediates for making hydroxytolterodine |
| IT1401451B1 (it) | 2010-06-10 | 2013-07-26 | Chemi Spa | Nuovo processo di preparazione di 2-idrossi-4-fenil-3,4-diidro-2h-cromen-6-il-metanolo e (r)-2-[3-(diisopropilammino)-1-fenilpropil]-4-(idrossimetil)fenolo. |
| WO2011158257A1 (en) | 2010-06-18 | 2011-12-22 | Panacea Biotec Ltd | Preparation process of fesoterodine and intermediates |
| CN102329244A (zh) * | 2010-07-13 | 2012-01-25 | 凯瑞斯德生化(苏州)有限公司 | 一种rs-托特罗定的制备方法及中间体化合物 |
| WO2012025941A2 (en) | 2010-08-25 | 2012-03-01 | Cadila Healthcare Limited | Processes for the preparation of fesoterodine |
| IT1403094B1 (it) | 2010-12-09 | 2013-10-04 | Dipharma Francis Srl | Procedimento per la preparazione di fesoterodina o un suo sale |
| CA2873721C (en) | 2012-05-04 | 2021-06-22 | Crystal Pharma, S.A.U. | Process for the preparation of optically active 3,3-diphenylpropylamines |
| WO2013188829A1 (en) | 2012-06-14 | 2013-12-19 | Ratiopharm Gmbh | Desfesoterodine salts |
| ITMI20121232A1 (it) | 2012-07-16 | 2014-01-17 | Cambrex Profarmaco Milano Srl | Procedimento per la preparazione di 2-(3-n,n-diisopropilamino-1-fenilpropil)-4-idrossimetil-fenolo e suoi derivati |
| CN103044273B (zh) * | 2012-11-29 | 2014-12-24 | 珠海保税区丽珠合成制药有限公司 | 一种酒石酸托特罗定的合成方法 |
| WO2017137955A1 (en) | 2016-02-14 | 2017-08-17 | Celestis Pharmaceuticals Pvt. Ltd. | Novel (r) and rac 3-(2-(allyloxy)-5-methylphenyl)-n,n-diisopropyl-3- phenylpropan-1-amine and its use for synthesis of (r) and rac-2-(3- (diisopropylamino)-1-phenylpropyl)-4-(hydroxymethyl)phenol |
| RU2652119C1 (ru) * | 2016-12-14 | 2018-04-25 | федеральное государственное бюджетное образовательное учреждение высшего образования "Самарский государственный технический университет" | Способ получения производных хроман-2-аминов |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19525137C2 (de) | 1995-07-11 | 2003-02-27 | Gruenenthal Gmbh | 6-Dimethylaminomethyl-1-phenyl-cyclohexanverbin -dungen als Zwischenprodukte zur Herstellung pharmazeutischer Wirkstoffe |
| KR20000057548A (ko) * | 1996-12-13 | 2000-09-25 | 알프레드 엘. 미첼슨 | 광학적 전송물질 및 결합재 |
| EP0957073A1 (en) | 1998-05-12 | 1999-11-17 | Schwarz Pharma Ag | Novel derivatives of 3,3-diphenylpropylamines |
| DE29923134U1 (de) | 1999-11-16 | 2000-06-29 | Sanol Arznei Schwarz Gmbh | Stabile Salze neuartiger Derviate von 3,3-Diphenylpropylaminen |
| SE9904850D0 (sv) | 1999-12-30 | 1999-12-30 | Pharmacia & Upjohn Ab | Novel process and intermediates |
| DE10033016A1 (de) * | 2000-07-07 | 2002-01-24 | Sanol Arznei Schwarz Gmbh | Verfahren zur Herstellung von 3,3-Diarylpropylaminen |
| US7173139B2 (en) | 2001-06-29 | 2007-02-06 | California Institute Of Technology | Enantioselective 1,4-addition of aromatic nucleophiles to α,β-unsaturated aldehydes using chiral organic catalysts |
| CA2522666A1 (en) * | 2003-04-18 | 2004-10-28 | Pharmacia & Upjohn Company Llc | Combination therapies for chronic obstructive pulmonary disease (copd) |
-
2007
- 2007-05-21 US US12/302,228 patent/US8067594B2/en active Active
- 2007-05-21 PL PL07734680T patent/PL2029567T3/pl unknown
- 2007-05-21 NZ NZ571988A patent/NZ571988A/en not_active IP Right Cessation
- 2007-05-21 DE DE602007009096T patent/DE602007009096D1/de active Active
- 2007-05-21 EP EP07734680A patent/EP2029567B1/en active Active
- 2007-05-21 CN CN2007800191401A patent/CN101454304B/zh active Active
- 2007-05-21 RU RU2008141413/04A patent/RU2397163C2/ru active
- 2007-05-21 KR KR1020087028577A patent/KR101087326B1/ko not_active IP Right Cessation
- 2007-05-21 BR BRPI0712037-0A patent/BRPI0712037A2/pt not_active Application Discontinuation
- 2007-05-21 SG SG200907701-7A patent/SG158070A1/en unknown
- 2007-05-21 AT AT07734680T patent/ATE480531T1/de active
- 2007-05-21 PT PT07734680T patent/PT2029567E/pt unknown
- 2007-05-21 DK DK07734680.7T patent/DK2029567T3/da active
- 2007-05-21 AU AU2007266761A patent/AU2007266761B2/en not_active Ceased
- 2007-05-21 ES ES07734680T patent/ES2350056T3/es active Active
- 2007-05-21 MX MX2008012976A patent/MX2008012976A/es active IP Right Grant
- 2007-05-21 WO PCT/IB2007/001379 patent/WO2007138440A1/en active Application Filing
- 2007-05-21 CA CA2651978A patent/CA2651978C/en not_active Expired - Fee Related
- 2007-05-22 JP JP2007135615A patent/JP5269349B2/ja active Active
- 2007-05-23 TW TW096118354A patent/TWI343381B/zh not_active IP Right Cessation
- 2007-05-23 AR ARP070102234A patent/AR061112A1/es not_active Application Discontinuation
-
2008
- 2008-10-07 ZA ZA200808527A patent/ZA200808527B/xx unknown
- 2008-10-28 IL IL194959A patent/IL194959A0/en unknown
-
2009
- 2009-12-01 HK HK09111229.1A patent/HK1133425A1/xx not_active IP Right Cessation
-
2010
- 2010-10-11 CY CY20101100903T patent/CY1110823T1/el unknown
-
2012
- 2012-06-14 IL IL220430A patent/IL220430A0/en unknown
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Legal Events
| Date | Code | Title | Description |
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| FA | Abandonment or withdrawal |