MX362290B - Un proceso mejorado para la preparacion de (3r,4r)-(1-bencilo-4-me tilpiperidina-3-il)-metilamina. - Google Patents
Un proceso mejorado para la preparacion de (3r,4r)-(1-bencilo-4-me tilpiperidina-3-il)-metilamina.Info
- Publication number
- MX362290B MX362290B MX2015015432A MX2015015432A MX362290B MX 362290 B MX362290 B MX 362290B MX 2015015432 A MX2015015432 A MX 2015015432A MX 2015015432 A MX2015015432 A MX 2015015432A MX 362290 B MX362290 B MX 362290B
- Authority
- MX
- Mexico
- Prior art keywords
- benzyl
- methylamine
- methylpiperidin
- preparation
- methyl pyridine
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/02—Preparation by ring-closure or hydrogenation
-
- 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
- C07D211/36—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 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 ring carbon atoms
- C07D211/56—Nitrogen atoms
-
- 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
- C07D211/68—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 one double bond between ring members or between a ring member and a non-ring member
- C07D211/72—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 one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/92—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with a hetero atom directly attached to the ring nitrogen atom
- C07D211/98—Nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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 ring carbon atoms
- C07D213/72—Nitrogen atoms
- C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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 ring carbon atoms
- C07D213/72—Nitrogen atoms
- C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Hydrogenated Pyridines (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyridine Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
La presente invención se refiere a un proceso mejorado y eficiente para la preparación de (3R,4R)-(1-bencilo-4-metilo-piper idina-3-il)-metilamina que comprende: (a) N-acilación de 3-amino-4-metil piridina; (b) cuaternización de 3-acetilamino-4-metil piridina utilizando haluro de bencilo; (c) reducción parcial de 3-acetilamino- 4-metil piridina cuaternizada mediante borohidruro de sodio en metanol o agua; (d) hidrólisis del producto parcialmente reducido a 1-bencilo-4-metilpiperidina-3 -ona en presencia de ácido; (e) aminación reductora de 1-bencilo-4-metilpiperidina-3-ona utilizando metilamina metanólica en presencia de isopropóxido de titanio (IV) en metanol; (f) resolución de 1-bencilo-4-metilpiperidina-3-il)-metil amina utilizando ácido ditoluoil (L) tartárico para obtener (3R,4R-1-bencilo-4-metilpiperidina-3-il)-metilamina. La invención también se refiere a productos intermedios novedosos. (ver Formulas) en donde R, R' y X son como se describen en la descripción.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
PCT/IB2014/066510 WO2015087201A1 (en) | 2013-12-09 | 2014-12-02 | An improved process for the preparation of (3r,4r)-(1-benzyl-4-methylpiperidin-3-yl)-methylamine |
IN3843MU2013 IN2013MU03843A (es) | 2013-12-09 | 2014-12-02 |
Publications (2)
Publication Number | Publication Date |
---|---|
MX2015015432A MX2015015432A (es) | 2016-03-15 |
MX362290B true MX362290B (es) | 2019-01-10 |
Family
ID=53370688
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
MX2015015432A MX362290B (es) | 2013-12-09 | 2014-12-02 | Un proceso mejorado para la preparacion de (3r,4r)-(1-bencilo-4-me tilpiperidina-3-il)-metilamina. |
Country Status (14)
Country | Link |
---|---|
US (4) | US9951012B2 (es) |
EP (2) | EP2994454B1 (es) |
JP (1) | JP6368794B2 (es) |
BR (1) | BR112015025543B1 (es) |
ES (2) | ES2865058T3 (es) |
HU (2) | HUE053975T2 (es) |
IN (1) | IN2013MU03843A (es) |
MX (1) | MX362290B (es) |
PL (2) | PL2994454T3 (es) |
PT (2) | PT3539965T (es) |
SI (2) | SI2994454T1 (es) |
TR (1) | TR201904767T4 (es) |
WO (1) | WO2015087201A1 (es) |
ZA (1) | ZA201506551B (es) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
PL2994454T3 (pl) * | 2013-12-09 | 2019-09-30 | Unichem Laboratories Limited | Ulepszony sposób wytwarzania (3R,4R)-(1-benzylo-4-metylopiperydyn-3-ylo)metyloaminy |
JP6742323B2 (ja) | 2015-01-20 | 2020-08-19 | 无▲錫▼福祈制▲薬▼有限公司Wuxi Fortune Pharmaceutical Co.,Ltd | Jak阻害剤 |
TR201909694T4 (tr) | 2015-04-29 | 2019-07-22 | Wuxi Fortune Pharmaceutical Co Ltd | Janus kinaz (jak) inhibitörleri. |
MX2017013797A (es) | 2015-05-29 | 2018-03-21 | Wuxi Fortune Pharmaceutical Co Ltd | Inhibidor de janus quinasa. |
CN105237463B (zh) * | 2015-10-09 | 2017-10-10 | 刘卫国 | 一种(3r,4r)‑(1‑苄基‑4‑甲基哌啶‑3‑基)甲胺‑l‑二对甲苯甲酰酒石酸盐的制备方法 |
CN105884781B (zh) * | 2016-04-18 | 2018-04-20 | 山东罗欣药业集团股份有限公司 | 一种枸橼酸托法替布的制备方法 |
EP3301087A1 (en) * | 2016-09-30 | 2018-04-04 | DPx Fine Chemicals Austria GmbH & Co KG | Process for preparing chiral amines |
CN107056681B (zh) * | 2017-03-30 | 2019-10-01 | 广州白云山光华制药股份有限公司 | 一种托法替布中间体的制备方法 |
CN110668995A (zh) * | 2018-07-03 | 2020-01-10 | 江苏海悦康医药科技有限公司 | 一种枸橼酸托法替布中间体及枸橼酸托法替布的制备方法 |
CN114685515A (zh) * | 2022-03-15 | 2022-07-01 | 上海蓝乐鸟实业有限公司 | 一种托法替尼的制备方法 |
CN115872923B (zh) * | 2022-12-29 | 2023-04-28 | 成都泰和伟业生物科技有限公司 | 一种化合物及其制备方法 |
Family Cites Families (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH06145144A (ja) | 1992-11-04 | 1994-05-24 | Ihara Chem Ind Co Ltd | 新規な3−アミノピリジン誘導体第4級アンモニウム塩及びこれを有効成分とする抗癌剤 |
JP4671079B2 (ja) * | 1999-07-05 | 2011-04-13 | 日本農薬株式会社 | フタラミド誘導体、その中間体及び農園芸用殺虫剤並びにその使用方法 |
CN1332961C (zh) * | 1999-10-20 | 2007-08-22 | 田边制药株式会社 | αLβ2介导细胞粘连抑制剂 |
PL218519B1 (pl) | 1999-12-10 | 2014-12-31 | Pfizer Prod Inc | Związki pirolo [2,3-d] pirymidynowe, środek farmaceutyczny zawierający te związki oraz ich zastosowanie |
EA007485B1 (ru) | 2001-02-24 | 2006-10-27 | Берингер Ингельхайм Фарма Гмбх Унд Ко. Кг | Производные ксантина, способ их получения, фармацевтическая композиция на их основе и способ ее получения |
US7301023B2 (en) | 2001-05-31 | 2007-11-27 | Pfizer Inc. | Chiral salt resolution |
GT200200234A (es) * | 2001-12-06 | 2003-06-27 | Compuestos cristalinos novedosos | |
DE602005013819D1 (de) * | 2004-12-22 | 2009-05-20 | Astrazeneca Ab | Pyridincarbonsäureamidderivate zur verwendung als antikrebsmittel |
AU2006273762A1 (en) * | 2005-07-29 | 2007-02-01 | Pfizer Products Inc. | Pyrrolo[2,3-d]pyrimidine derivatives; their intermediates and synthesis |
WO2008029237A2 (en) * | 2006-09-05 | 2008-03-13 | Pfizer Products Inc. | Combination therapies for rheumatoid arthritis |
CA2732628A1 (en) * | 2008-08-01 | 2010-02-04 | Biocryst Pharmaceuticals, Inc. | Therapeutic agents |
RU2011146059A (ru) | 2009-04-14 | 2013-05-20 | Астеллас Фарма Инк. | Конденсированное пирролопиридиновое производное |
JP5709276B2 (ja) | 2009-04-20 | 2015-04-30 | オースペックス ファーマシューティカルズ,エルエルシー | ヤヌスキナーゼ3のピペリジンインヒビター |
EP2456435B1 (en) * | 2009-07-21 | 2015-06-24 | The Board of Trustees of the Leland Stanford Junior University | Heteroaryl benzamides, compositions and methods of use |
EA021437B1 (ru) * | 2009-09-29 | 2015-06-30 | Глэксо Груп Лимитед | Соединения, ингибирующие lrrk2 киназную активность |
PL2994454T3 (pl) * | 2013-12-09 | 2019-09-30 | Unichem Laboratories Limited | Ulepszony sposób wytwarzania (3R,4R)-(1-benzylo-4-metylopiperydyn-3-ylo)metyloaminy |
-
2014
- 2014-12-02 PL PL14869304T patent/PL2994454T3/pl unknown
- 2014-12-02 PT PT191509728T patent/PT3539965T/pt unknown
- 2014-12-02 MX MX2015015432A patent/MX362290B/es active IP Right Grant
- 2014-12-02 PT PT14869304T patent/PT2994454T/pt unknown
- 2014-12-02 EP EP14869304.7A patent/EP2994454B1/en active Active
- 2014-12-02 ES ES19150972T patent/ES2865058T3/es active Active
- 2014-12-02 SI SI201431159T patent/SI2994454T1/sl unknown
- 2014-12-02 JP JP2016557204A patent/JP6368794B2/ja not_active Expired - Fee Related
- 2014-12-02 EP EP19150972.8A patent/EP3539965B1/en active Active
- 2014-12-02 TR TR2019/04767T patent/TR201904767T4/tr unknown
- 2014-12-02 IN IN3843MU2013 patent/IN2013MU03843A/en unknown
- 2014-12-02 PL PL19150972T patent/PL3539965T3/pl unknown
- 2014-12-02 HU HUE19150972A patent/HUE053975T2/hu unknown
- 2014-12-02 WO PCT/IB2014/066510 patent/WO2015087201A1/en active Application Filing
- 2014-12-02 ES ES14869304T patent/ES2720066T3/es active Active
- 2014-12-02 SI SI201431805T patent/SI3539965T1/sl unknown
- 2014-12-02 BR BR112015025543-4A patent/BR112015025543B1/pt active IP Right Grant
- 2014-12-02 HU HUE14869304A patent/HUE042911T2/hu unknown
- 2014-12-02 US US14/891,028 patent/US9951012B2/en active Active
-
2015
- 2015-09-04 ZA ZA2015/06551A patent/ZA201506551B/en unknown
-
2017
- 2017-05-09 US US15/590,408 patent/US20170240510A1/en not_active Abandoned
- 2017-10-17 US US15/786,195 patent/US20180037551A1/en not_active Abandoned
-
2018
- 2018-01-11 US US15/868,331 patent/US10829450B2/en active Active
Also Published As
Publication number | Publication date |
---|---|
JP2017503007A (ja) | 2017-01-26 |
PL3539965T3 (pl) | 2021-07-05 |
WO2015087201A1 (en) | 2015-06-18 |
SI3539965T1 (sl) | 2021-07-30 |
ZA201506551B (en) | 2017-02-22 |
BR112015025543B1 (pt) | 2020-11-03 |
US9951012B2 (en) | 2018-04-24 |
HUE053975T2 (hu) | 2021-08-30 |
JP6368794B2 (ja) | 2018-08-01 |
US20170240510A1 (en) | 2017-08-24 |
US20180037551A1 (en) | 2018-02-08 |
EP2994454A1 (en) | 2016-03-16 |
PL2994454T3 (pl) | 2019-09-30 |
EP3539965B1 (en) | 2021-01-20 |
PT2994454T (pt) | 2019-04-02 |
EP2994454A4 (en) | 2016-12-21 |
IN2013MU03843A (es) | 2015-08-14 |
EP2994454B1 (en) | 2019-03-06 |
ES2720066T3 (es) | 2019-07-17 |
ES2865058T3 (es) | 2021-10-14 |
SI2994454T1 (sl) | 2019-05-31 |
PT3539965T (pt) | 2021-04-07 |
HUE042911T2 (hu) | 2019-07-29 |
US20180134661A1 (en) | 2018-05-17 |
US20160102057A1 (en) | 2016-04-14 |
MX2015015432A (es) | 2016-03-15 |
US10829450B2 (en) | 2020-11-10 |
EP3539965A1 (en) | 2019-09-18 |
TR201904767T4 (tr) | 2019-05-21 |
BR112015025543A2 (pt) | 2017-07-18 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
MX362290B (es) | Un proceso mejorado para la preparacion de (3r,4r)-(1-bencilo-4-me tilpiperidina-3-il)-metilamina. | |
MY156546A (en) | Process for the regioselective preparation of 1-alkyl-3-haloalkylpyrazole-4-carboxylic acid derivatives | |
MY201120A (en) | Intermediates for use in a process of producing pyrrole compounds | |
MX2010009003A (es) | Ciclohexanodimetanamina por aminacion directa de ciclohexanodimetanol. | |
MX2011008262A (es) | Espiroamidas sustituidas como moduladores de b1r:. | |
MX355428B (es) | Formas cristalinas del acido [ (4-hidroxi-1-metil-7-fenoxi-isoquin olin-3-carbonil) -amino] -acetico inhibidor de prolil hidroxilasa. | |
CL2009000503A1 (es) | Proceso de preparacion de compuestos derivados de acido 2-amino-5-cianobenzoico-3-sustituidos o 1h-pirazol-5-carboxamida. | |
MY170922A (en) | Dihydro-benzo-oxazine and dihydro-pyrido-oxazine derivatives | |
TW201206878A (en) | A method of producing ingenol-3-angelate | |
EP2484673A3 (en) | A process for the resolution of (R,S)-nicotine | |
WO2013121436A3 (en) | A process for preparation of rivaroxaban and intermediates thereof | |
MX2011008825A (es) | 3-aminoisoxazolopiridinas sustituidas como moduladores de kcnq2/3. | |
EP2388261A3 (en) | Improved process for the preparation of carbapenem using carbapenem intermediates and recovery of carbapenem | |
WO2014057498A3 (en) | Process for the preparation of cobicistat intermediates | |
PT2462098E (pt) | Processos para a preparação de derivados de ácido 1-(2- halobifenil-4-il)-ciclopropanocarboxílico | |
MX2011008662A (es) | 2-mercapto-3-aminopiridinas sustituidas como moduladores de kcnq2/3. | |
MX2011009338A (es) | 3-amino-2-mercaptoquinolinas sustituidas como moduladores de kcnq2/3. | |
PL2627775T3 (pl) | Sposób wytwarzania bioetanolu przez hydrolizę enzymatyczną celulozy | |
EA201171466A1 (ru) | Композиция неслеживающейся соли, способ ее получения и использование | |
EA201000129A1 (ru) | Способ диафрагмализа и применение полученных этим способом продуктов | |
MX337357B (es) | Excipiente para tableteado a base de lactosa y celulosa. | |
MX2012006524A (es) | Proceso para la sintesis de compuestos intermedios de utilidad para preparar compuestos sustituidos de indazol y azaindol. | |
UA106724C2 (uk) | Спосіб отримання заміщених піримідинових похідних | |
MX2010009931A (es) | Proceso para la preparacion de 2-amino-2-[2-(4-c3-c21-alquil-fenil )-etil]-propano-1,3-dioles. | |
MD4375B1 (ro) | Procedeu de sinteză enzimatică a (7S)-1-(3,4-dimetoxibiciclo¢4.2.0]octa-1,3,5-trien-7-il)-N-metil-metanaminei şi aplicarea în sinteza ivabradinei şi a sărurilor sale |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
HH | Correction or change in general | ||
FG | Grant or registration |