AR095722A1 - Procedimiento de síntesis de derivados de la 7,8-dimetoxi-1,3-dihidro-2h-3-benzazepin-2-ona y aplicación a la síntesis de la ivabradina - Google Patents

Procedimiento de síntesis de derivados de la 7,8-dimetoxi-1,3-dihidro-2h-3-benzazepin-2-ona y aplicación a la síntesis de la ivabradina

Info

Publication number
AR095722A1
AR095722A1 ARP140101337A ARP140101337A AR095722A1 AR 095722 A1 AR095722 A1 AR 095722A1 AR P140101337 A ARP140101337 A AR P140101337A AR P140101337 A ARP140101337 A AR P140101337A AR 095722 A1 AR095722 A1 AR 095722A1
Authority
AR
Argentina
Prior art keywords
synthesis
ivabradina
dimetoxi
dihidro
benzazepin
Prior art date
Application number
ARP140101337A
Other languages
English (en)
Inventor
Le Flohic Alexandre
Original Assignee
Servier Lab
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 Servier Lab filed Critical Servier Lab
Publication of AR095722A1 publication Critical patent/AR095722A1/es

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
    • C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D223/16—Benzazepines; Hydrogenated benzazepines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/32—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
    • C07C235/34—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton containing six-membered aromatic rings having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00—Systems containing two condensed rings
    • C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
    • C07C2602/04—One of the condensed rings being a six-membered aromatic ring
    • C07C2602/06—One of the condensed rings being a six-membered aromatic ring the other ring being four-membered

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Reivindicación 1: Procedimiento de síntesis del compuesto de fórmula (1), en la que R representa un grupo para-metoxibencilo (PMB) o el grupo de fórmula (2), caracterizado porque el compuesto de fórmula (3) en la que R es tal como se ha definido anteriormente, se somete a una reacción de reducción, en presencia de LiBH(Et)₃, en un disolvente orgánico, para dar lugar al compuesto de fórmula (1).
ARP140101337A 2013-03-26 2014-03-25 Procedimiento de síntesis de derivados de la 7,8-dimetoxi-1,3-dihidro-2h-3-benzazepin-2-ona y aplicación a la síntesis de la ivabradina AR095722A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR1352741A FR3003859B1 (fr) 2013-03-26 2013-03-26 "procede de synthese de derives de la 7,8-dimethoxy-1,3-dihydro-2h-3-benzazepin-2-one et application a la synthese de l'ivabradine"

Publications (1)

Publication Number Publication Date
AR095722A1 true AR095722A1 (es) 2015-11-04

Family

ID=48613923

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP140101337A AR095722A1 (es) 2013-03-26 2014-03-25 Procedimiento de síntesis de derivados de la 7,8-dimetoxi-1,3-dihidro-2h-3-benzazepin-2-ona y aplicación a la síntesis de la ivabradina

Country Status (37)

Country Link
US (1) US8927708B2 (es)
EP (1) EP2784066B1 (es)
JP (1) JP5732159B2 (es)
KR (1) KR101616434B1 (es)
CN (1) CN104072420B (es)
AR (1) AR095722A1 (es)
AU (1) AU2014201355B2 (es)
BR (1) BR102014007079A2 (es)
CA (1) CA2846917C (es)
CY (1) CY1116535T1 (es)
DK (1) DK2784066T3 (es)
EA (1) EA025516B1 (es)
ES (1) ES2548713T3 (es)
FR (1) FR3003859B1 (es)
GE (1) GEP201706731B (es)
HK (2) HK1198366A1 (es)
HR (1) HRP20150924T1 (es)
HU (1) HUE025550T2 (es)
IN (1) IN2014DE00793A (es)
JO (1) JO3132B1 (es)
MA (1) MA35509B1 (es)
MD (1) MD4461C1 (es)
ME (1) ME02213B (es)
MX (1) MX346640B (es)
MY (1) MY189537A (es)
NZ (1) NZ622915A (es)
PL (1) PL2784066T3 (es)
PT (1) PT2784066E (es)
RS (1) RS54186B1 (es)
SA (1) SA114350383B1 (es)
SG (1) SG10201400610SA (es)
SI (1) SI2784066T1 (es)
TW (1) TWI511957B (es)
UA (1) UA116527C2 (es)
UY (1) UY35503A (es)
WO (1) WO2014154994A1 (es)
ZA (1) ZA201402072B (es)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104610146A (zh) * 2015-01-23 2015-05-13 常州大学 一种3-氮杂二环[5,1,0]-7-醛及合成方法

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3119874A1 (de) * 1981-05-19 1982-12-09 Dr. Karl Thomae Gmbh, 7950 Biberach "benzazepinderivate, ihre herstellung und ihre verwendung als arzneimittel"
US4490369A (en) * 1981-05-19 1984-12-25 Dr. Karl Thomae Gesellschaft Mit Beschrankter Haftung Benzazepine derivatives, their pharmaceutical compositions and method of use
DE3343801A1 (de) * 1983-12-03 1985-06-13 Dr. Karl Thomae Gmbh, 7950 Biberach Neue indolderivate, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung
DE3418270A1 (de) * 1984-05-17 1985-11-21 Dr. Karl Thomae Gmbh, 7950 Biberach Neue aminotetralinderivate, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung
EP0204349A3 (de) * 1985-06-01 1990-01-03 Dr. Karl Thomae GmbH Neue heteroaromatische Aminderivate, diese Verbindungen enthaltende Arzneimittel und Verfahren zu ihrer Herstellung
DE3519735A1 (de) * 1985-06-01 1986-12-04 Dr. Karl Thomae Gmbh, 7950 Biberach Neue heteroaromatische aminderivate, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung
FR2681862B1 (fr) * 1991-09-27 1993-11-12 Adir Cie Nouvelles (benzocycloalkyl)alkylamines, leur procede de preparation, et les compositions pharmaceutiques qui les contiennent.
FR2868775B1 (fr) * 2004-04-13 2008-04-11 Servier Lab Nouveau procede de synthese de derives de la 1,3,4,5- tetrahydro-2h-3-benzazepin-2-one, et application a la synthese de l'ivabradine et de ses sels d'addition a un acide pharmaceutiquement acceptable
FR2870537A1 (fr) * 2004-05-19 2005-11-25 Servier Lab Nouveau procede de synthese du (1s)-4,5-dimethoxy-1-(methyl aminomethyl-)-benzocyclobutane et de ses sels d'addition, et application a la synthese de l'ivabradine et de ses sels d'addition a un acide pharmaceutiquement acceptable
GB0412314D0 (en) * 2004-06-02 2004-07-07 Glaxo Group Ltd Compounds
US8312771B2 (en) 2006-11-10 2012-11-20 Siemens Medical Solutions Usa, Inc. Transducer array imaging system
ES2381771T3 (es) * 2006-11-30 2012-05-31 Cadila Healthcare Limited Procedimiento para la preparación de hidrocloruro de ivabradina
FR2920773B1 (fr) * 2007-09-11 2009-10-23 Servier Lab Derives de 1,2,4,5-tetrahydro-3h-benzazepines, leur procede de preparation et les compositions pharmaceutiques qui les contiennent
CN101343249A (zh) * 2008-06-10 2009-01-14 上海医药工业研究院 3－(3－氯丙基)－7,8－二甲氧基－1,3－二氢－2h－3－苯并氮杂－2－酮的制备方法
FR2932800B1 (fr) * 2008-06-20 2015-02-20 Servier Lab Nouveau procede de synthese de la 7,8-dimethoxy-1,3-dihydro- 2h-3-benzazepin-2-one, et application a la synthese de l'ivabradine et de ses sels d'addition a un acide pharmaceutiquement acceptable
FR2941695B1 (fr) * 2009-02-04 2011-02-18 Servier Lab Nouveau procede de synthese de l'ivabradine et de ses sels d'addition a un acide pharmaceutiquement acceptable

Also Published As

Publication number Publication date
AU2014201355A1 (en) 2014-10-16
SA114350383B1 (ar) 2015-10-08
HK1202532A1 (en) 2015-10-02
GEP201706731B (en) 2017-09-11
EP2784066A1 (fr) 2014-10-01
CA2846917A1 (fr) 2014-09-26
BR102014007079A2 (pt) 2015-10-20
HUE025550T2 (en) 2016-02-29
UY35503A (es) 2014-10-31
EP2784066B1 (fr) 2015-07-01
CY1116535T1 (el) 2017-03-15
NZ622915A (en) 2015-05-29
MY189537A (en) 2022-02-16
PT2784066E (pt) 2015-08-31
HK1198366A1 (en) 2015-04-10
WO2014154994A1 (fr) 2014-10-02
JO3132B1 (ar) 2017-09-20
DK2784066T3 (en) 2015-10-05
ES2548713T3 (es) 2015-10-20
MD20140028A2 (ro) 2014-09-30
EA201400269A1 (ru) 2014-09-30
MD4461B1 (ro) 2017-01-31
SI2784066T1 (sl) 2015-10-30
HRP20150924T1 (hr) 2015-10-09
EA025516B1 (ru) 2016-12-30
FR3003859A1 (fr) 2014-10-03
FR3003859B1 (fr) 2015-03-13
MD4461C1 (ro) 2017-08-31
MX346640B (es) 2017-03-27
ZA201402072B (en) 2015-03-25
JP2014196299A (ja) 2014-10-16
CA2846917C (fr) 2016-02-09
UA116527C2 (uk) 2018-04-10
TW201522313A (zh) 2015-06-16
US20140296512A1 (en) 2014-10-02
US8927708B2 (en) 2015-01-06
SG10201400610SA (en) 2014-10-30
KR101616434B1 (ko) 2016-04-28
MX2014003347A (es) 2014-09-25
ME02213B (me) 2016-02-20
PL2784066T3 (pl) 2015-11-30
CN104072420A (zh) 2014-10-01
MA35509B1 (fr) 2014-10-02
TWI511957B (zh) 2015-12-11
JP5732159B2 (ja) 2015-06-10
RS54186B1 (en) 2015-12-31
AU2014201355B2 (en) 2017-08-24
IN2014DE00793A (es) 2015-06-12
KR20140117298A (ko) 2014-10-07
CN104072420B (zh) 2016-09-28

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