MX340833B - Nuevo proceso para la sintesis de tapentadol e intermediarios del mismo. - Google Patents
Nuevo proceso para la sintesis de tapentadol e intermediarios del mismo.Info
- Publication number
- MX340833B MX340833B MX2012015161A MX2012015161A MX340833B MX 340833 B MX340833 B MX 340833B MX 2012015161 A MX2012015161 A MX 2012015161A MX 2012015161 A MX2012015161 A MX 2012015161A MX 340833 B MX340833 B MX 340833B
- Authority
- MX
- Mexico
- Prior art keywords
- tapentadol
- free base
- present
- synthesis
- compound
- Prior art date
Links
- KWTWDQCKEHXFFR-SMDDNHRTSA-N tapentadol Chemical compound CN(C)C[C@H](C)[C@@H](CC)C1=CC=CC(O)=C1 KWTWDQCKEHXFFR-SMDDNHRTSA-N 0.000 title abstract 6
- 229960005126 tapentadol Drugs 0.000 title abstract 6
- 238000000034 method Methods 0.000 title abstract 4
- 230000015572 biosynthetic process Effects 0.000 title abstract 3
- 238000003786 synthesis reaction Methods 0.000 title abstract 3
- 239000000543 intermediate Substances 0.000 title 1
- 239000012458 free base Substances 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 2
- 238000006467 substitution reaction Methods 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical group Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- 230000029936 alkylation Effects 0.000 abstract 1
- 238000005804 alkylation reaction Methods 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 1
- 238000010586 diagram Methods 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 238000005935 nucleophilic addition reaction Methods 0.000 abstract 1
- 150000002902 organometallic compounds Chemical class 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/38—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino groups bound to acyclic carbon atoms and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B57/00—Separation of optically-active compounds
-
- 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
-
- 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
- C07C213/06—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton from hydroxy amines by reactions involving the etherification or esterification of hydroxy groups
-
- 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
- C07C213/08—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 not involving the formation of amino groups, hydroxy groups or etherified or esterified hydroxy groups
-
- 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
- C07C213/10—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified 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
- C07C217/56—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified 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 with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms
- C07C217/62—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified 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 with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms linked by carbon chains having at least three carbon atoms between the amino groups and the six-membered aromatic ring or the condensed ring system containing that ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified 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
- C07C217/64—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified 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 with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains further substituted by singly-bound oxygen atoms
- C07C217/66—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified 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 with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains further substituted by singly-bound oxygen atoms with singly-bound oxygen atoms and six-membered aromatic rings bound to the same carbon atom of the carbon chain
- C07C217/72—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified 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 with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains further substituted by singly-bound oxygen atoms with singly-bound oxygen atoms and six-membered aromatic rings bound to the same carbon atom of the carbon chain linked by carbon chains having at least three carbon atoms between the amino groups and the six-membered aromatic ring or the condensed ring system containing that ring
-
- 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
- C07C219/02—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C219/20—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated
- C07C219/22—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C221/00—Preparation of compounds containing amino groups and doubly-bound oxygen atoms bound to the same carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C225/00—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones
- C07C225/02—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton
- C07C225/14—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being unsaturated
- C07C225/16—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ITMI2010A001224A IT1401109B1 (it) | 2010-07-02 | 2010-07-02 | Nuovo processo per la preparazione di tapentadol e suoi intermedi. |
| PCT/IB2011/052685 WO2012001571A1 (en) | 2010-07-02 | 2011-06-20 | New process for the synthesis of tapentadol and intermediates thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MX2012015161A MX2012015161A (es) | 2013-06-28 |
| MX340833B true MX340833B (es) | 2016-07-27 |
Family
ID=43432160
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2012015161A MX340833B (es) | 2010-07-02 | 2011-06-20 | Nuevo proceso para la sintesis de tapentadol e intermediarios del mismo. |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US8791287B2 (enExample) |
| EP (1) | EP2588429B1 (enExample) |
| JP (1) | JP5857044B2 (enExample) |
| CN (1) | CN102958868B (enExample) |
| AU (1) | AU2011273044B2 (enExample) |
| BR (1) | BR112012029882A2 (enExample) |
| CA (1) | CA2797757C (enExample) |
| CL (1) | CL2012003760A1 (enExample) |
| ES (1) | ES2572637T3 (enExample) |
| IL (1) | IL223066A (enExample) |
| IT (1) | IT1401109B1 (enExample) |
| MX (1) | MX340833B (enExample) |
| WO (1) | WO2012001571A1 (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013111161A2 (en) * | 2012-01-10 | 2013-08-01 | Msn Laboratories Limited | Process for the preparation of 3-aryl-2-methyl-propanamine derivatives and polymorphs thereof |
| EP2674414A1 (en) | 2012-06-15 | 2013-12-18 | Siegfried AG | Method for the preparation of 1-aryl-1-alkyl-3-dialkylaminopropane compounds |
| US9090539B2 (en) | 2013-05-24 | 2015-07-28 | Ampac Fine Chemicals Llc | Compounds and methods for preparing substituted 3-(1-amino-2-methylpentane-3-yl)phenyl compounds |
| CZ307492B6 (cs) | 2014-02-04 | 2018-10-17 | Zentiva, K.S. | Pevná forma maleátu tapentadolu a způsob její přípravy |
| EP4116288A1 (en) | 2021-07-08 | 2023-01-11 | KRKA, d.d., Novo mesto | Racemization of (s) and/or (r)-3-(dimethylamino)-1-(3-methoxyphenyl)-2-methylpropan-1- one and its mixtures |
| CN113861155A (zh) * | 2021-10-21 | 2021-12-31 | 华南师范大学 | 一种二氢异香豆素类衍生物及其制备方法与应用 |
| CN119191999A (zh) * | 2024-11-26 | 2024-12-27 | 苏州盛迪亚生物医药有限公司 | 一种制备他喷他多或其可药用盐的方法 |
| CN119176758B (zh) * | 2024-11-26 | 2025-05-09 | 苏州盛迪亚生物医药有限公司 | 一种固载催化制备他喷他多或其可药用盐的方法 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US429833A (en) | 1890-06-10 | Means for creating artificial currents | ||
| US3888901A (en) | 1972-07-20 | 1975-06-10 | American Cyanamid Co | Process of preparing 3-alkyl-3-(benzoyl)propionitriles |
| DE2901180A1 (de) * | 1979-01-13 | 1980-07-24 | Basf Ag | Hexahydro-1,4-oxazepine, verfahren zu deren herstellung und diese enthaltende arzneimittel |
| DE4426245A1 (de) | 1994-07-23 | 1996-02-22 | Gruenenthal Gmbh | 1-Phenyl-3-dimethylamino-propanverbindungen mit pharmakologischer Wirkung |
| DE10326097A1 (de) | 2003-06-06 | 2005-01-05 | Grünenthal GmbH | Verfahren zur Herstellung von Dimethyl-(3-aryl-butyl)-aminverbindungen |
| ATE455752T1 (de) * | 2006-07-24 | 2010-02-15 | Janssen Pharmaceutica Nv | Herstellung von (2r,3r)-3-(3-methoxyphenyl)-n,n,2-trimethylpent namin |
| TWI401237B (zh) * | 2006-07-24 | 2013-07-11 | ３-〔（１ｒ，２ｒ）-３-（二甲基氨基）-１-乙基-２-甲基丙基〕酚之製備 | |
| TWI496762B (zh) * | 2006-07-24 | 2015-08-21 | 製備（１ｒ，２ｒ）-３-（３-二甲胺基-１-乙基-２-甲基-丙基）-酚之方法 |
-
2010
- 2010-07-02 IT ITMI2010A001224A patent/IT1401109B1/it active
-
2011
- 2011-06-20 CA CA2797757A patent/CA2797757C/en active Active
- 2011-06-20 US US13/807,356 patent/US8791287B2/en active Active
- 2011-06-20 BR BR112012029882A patent/BR112012029882A2/pt not_active IP Right Cessation
- 2011-06-20 ES ES11735552.9T patent/ES2572637T3/es active Active
- 2011-06-20 AU AU2011273044A patent/AU2011273044B2/en not_active Ceased
- 2011-06-20 MX MX2012015161A patent/MX340833B/es active IP Right Grant
- 2011-06-20 JP JP2013517610A patent/JP5857044B2/ja not_active Expired - Fee Related
- 2011-06-20 EP EP11735552.9A patent/EP2588429B1/en active Active
- 2011-06-20 WO PCT/IB2011/052685 patent/WO2012001571A1/en not_active Ceased
- 2011-06-20 CN CN201180022910.4A patent/CN102958868B/zh not_active Expired - Fee Related
-
2012
- 2012-11-15 IL IL223066A patent/IL223066A/en active IP Right Grant
- 2012-12-31 CL CL2012003760A patent/CL2012003760A1/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AU2011273044A1 (en) | 2012-11-15 |
| ITMI20101224A1 (it) | 2012-01-03 |
| CN102958868B (zh) | 2014-11-05 |
| CA2797757A1 (en) | 2012-01-05 |
| BR112012029882A2 (pt) | 2018-05-15 |
| US8791287B2 (en) | 2014-07-29 |
| CA2797757C (en) | 2018-09-25 |
| CN102958868A (zh) | 2013-03-06 |
| IT1401109B1 (it) | 2013-07-12 |
| EP2588429A1 (en) | 2013-05-08 |
| WO2012001571A1 (en) | 2012-01-05 |
| IL223066A0 (en) | 2013-02-03 |
| EP2588429B1 (en) | 2016-02-24 |
| MX2012015161A (es) | 2013-06-28 |
| AU2011273044B2 (en) | 2015-02-12 |
| CL2012003760A1 (es) | 2013-12-13 |
| ES2572637T3 (es) | 2016-06-01 |
| US20130178644A1 (en) | 2013-07-11 |
| JP5857044B2 (ja) | 2016-02-10 |
| IL223066A (en) | 2015-09-24 |
| JP2013529676A (ja) | 2013-07-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant or registration |