MX2015015432A - 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.

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Publication number
MX2015015432A
MX2015015432A MX2015015432A MX2015015432A MX2015015432A MX 2015015432 A MX2015015432 A MX 2015015432A MX 2015015432 A MX2015015432 A MX 2015015432A MX 2015015432 A MX2015015432 A MX 2015015432A MX 2015015432 A MX2015015432 A MX 2015015432A
Authority
MX
Mexico
Prior art keywords
benzyl
methylamine
methylpiperidin
preparation
methyl pyridine
Prior art date
Application number
MX2015015432A
Other languages
English (en)
Other versions
MX362290B (es
Inventor
Dhananjay G Sathe
Arijit Das
Yogesh Subhash Patil
Nilesh L Bonde
Ankush Sampat Kekan
Original Assignee
Unichem Lab Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Unichem Lab Ltd filed Critical Unichem Lab Ltd
Publication of MX2015015432A publication Critical patent/MX2015015432A/es
Publication of MX362290B publication Critical patent/MX362290B/es

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

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 peridina utilizando haluro de bencilo; (c) reducción parcial de 3-acetilamino- 4-metil peridina 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) animación 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.
MX2015015432A 2013-12-09 2014-12-02 Un proceso mejorado para la preparacion de (3r,4r)-(1-bencilo-4-me tilpiperidina-3-il)-metilamina. MX362290B (es)

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 true MX2015015432A (es) 2016-03-15
MX362290B 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) EP3539965B1 (es)
JP (1) JP6368794B2 (es)
BR (1) BR112015025543B1 (es)
ES (2) ES2720066T3 (es)
HU (2) HUE042911T2 (es)
IN (1) IN2013MU03843A (es)
MX (1) MX362290B (es)
PL (2) PL2994454T3 (es)
PT (2) PT3539965T (es)
SI (2) SI3539965T1 (es)
TR (1) TR201904767T4 (es)
WO (1) WO2015087201A1 (es)
ZA (1) ZA201506551B (es)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SI3539965T1 (sl) * 2013-12-09 2021-07-30 Unichem Laboratories Limited Izboljšan postopek za pripravo (3R,4R)-(1-benzil-4-metilpiperidin-3-il)-metilamina
UA118149C2 (uk) 2015-01-20 2018-11-26 Вуксі Фортуне Фармасьютікал Ко., Лтд Інгібітор jak
EA036058B1 (ru) 2015-04-29 2020-09-21 Уси Форчун Фармасьютикал Ко., Лтд Ингибитор jak
PL3305788T3 (pl) 2015-05-29 2021-03-08 Wuxi Fortune Pharmaceutical Co., Ltd Inhibitor kinazy janusowej
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)

* Cited by examiner, † Cited by third party
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
WO2001030781A2 (en) * 1999-10-20 2001-05-03 Tanabe Seiyaku Co., Ltd. INHIBITORS OF αLβ2 MEDIATED CELL ADHESION
WO2001042246A2 (en) 1999-12-10 2001-06-14 Pfizer Products Inc. PYRROLO[2,3-d]PYRIMIDINE COMPOUNDS
NZ528216A (en) 2001-02-24 2006-12-22 Boehringer Ingelheim Pharma Xanthine derivatives, the preparation thereof and their use as pharmaceutical compositions
US7301023B2 (en) 2001-05-31 2007-11-27 Pfizer Inc. Chiral salt resolution
GT200200234A (es) * 2001-12-06 2003-06-27 Compuestos cristalinos novedosos
ATE427946T1 (de) * 2004-12-22 2009-04-15 Astrazeneca Ab Pyridincarbonsaureamidderivate zur verwendung als antikrebsmittel
US8232394B2 (en) 2005-07-29 2012-07-31 Pfizer 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
WO2010014930A2 (en) * 2008-08-01 2010-02-04 Biocryst Pharmaceuticals, Inc. Therapeutic agents
US20120034250A1 (en) 2009-04-14 2012-02-09 Astellas Pharma Inc. Condensed pyrrolopyridine derivative
EP2421867B1 (en) * 2009-04-20 2015-09-02 Auspex Pharmaceuticals, Llc Piperidine inhibitors of janus kinase 3
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
EP2483254B1 (en) * 2009-09-29 2014-08-13 Glaxo Group Limited Novel compounds
SI3539965T1 (sl) * 2013-12-09 2021-07-30 Unichem Laboratories Limited Izboljšan postopek za pripravo (3R,4R)-(1-benzil-4-metilpiperidin-3-il)-metilamina

Also Published As

Publication number Publication date
BR112015025543A2 (pt) 2017-07-18
ZA201506551B (en) 2017-02-22
PL2994454T3 (pl) 2019-09-30
JP6368794B2 (ja) 2018-08-01
EP2994454A1 (en) 2016-03-16
EP3539965B1 (en) 2021-01-20
TR201904767T4 (tr) 2019-05-21
ES2865058T3 (es) 2021-10-14
US9951012B2 (en) 2018-04-24
EP2994454B1 (en) 2019-03-06
US20170240510A1 (en) 2017-08-24
EP3539965A1 (en) 2019-09-18
PL3539965T3 (pl) 2021-07-05
HUE053975T2 (hu) 2021-08-30
HUE042911T2 (hu) 2019-07-29
EP2994454A4 (en) 2016-12-21
IN2013MU03843A (es) 2015-08-14
BR112015025543B1 (pt) 2020-11-03
PT2994454T (pt) 2019-04-02
MX362290B (es) 2019-01-10
US20160102057A1 (en) 2016-04-14
WO2015087201A1 (en) 2015-06-18
JP2017503007A (ja) 2017-01-26
SI3539965T1 (sl) 2021-07-30
US20180134661A1 (en) 2018-05-17
SI2994454T1 (sl) 2019-05-31
US20180037551A1 (en) 2018-02-08
US10829450B2 (en) 2020-11-10
ES2720066T3 (es) 2019-07-17
PT3539965T (pt) 2021-04-07

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