AR038746A1 - Compuestos organicos - Google Patents

Compuestos organicos

Info

Publication number
AR038746A1
AR038746A1 ARP030100758A ARP030100758A AR038746A1 AR 038746 A1 AR038746 A1 AR 038746A1 AR P030100758 A ARP030100758 A AR P030100758A AR P030100758 A ARP030100758 A AR P030100758A AR 038746 A1 AR038746 A1 AR 038746A1
Authority
AR
Argentina
Prior art keywords
formula
compound
inden
dihydro
diethyl
Prior art date
Application number
ARP030100758A
Other languages
English (en)
Original Assignee
Novartis Ag
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 Novartis Ag filed Critical Novartis Ag
Publication of AR038746A1 publication Critical patent/AR038746A1/es

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/44—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers
    • C07C209/50—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers by reduction of carboxylic acid amides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/62—Preparation of compounds containing amino groups bound to a carbon skeleton by cleaving carbon-to-nitrogen, sulfur-to-nitrogen, or phosphorus-to-nitrogen bonds, e.g. hydrolysis of amides, N-dealkylation of amines or quaternary ammonium compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/33—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C211/39—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of an unsaturated carbon skeleton
    • C07C211/41—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of an unsaturated carbon skeleton containing condensed ring systems
    • C07C211/42—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of an unsaturated carbon skeleton containing condensed ring systems with six-membered aromatic rings being part of the condensed ring systems
    • 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
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/12—Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/02—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
    • C07C233/04—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C233/06—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/30—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by doubly-bound oxygen atoms
    • C07C233/32—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by doubly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a ring other than a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/30—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by doubly-bound oxygen atoms
    • C07C233/33—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by doubly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring
    • 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
    • C07C2602/08—One of the condensed rings being a six-membered aromatic ring the other ring being five-membered, e.g. indane

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)
  • Indole Compounds (AREA)

Abstract

Un proceso para la preparación de 5,6-dietil-2,3-dihidro-1H-inden-2-amina, y sales de adición de ácido de la misma, a partir de 2-aminoindano. El proceso no utiliza los prejudiciales reactivos de Grignard o nitritos, tales como nitrito de isoamilo, y proporciona una alta regioselectividad y un alto rendimiento de la 5,6-dietil-2,3-dihidro-1H-inden-2-amina. En adición, se puede utilizar haluro de acetilo como un reactivo y también como un solvente en los Pasos (ii) y (iv). Reivindicación 1: Un proceso para la preparación de 5,6-dietil-2,3-dihidro-1H-inden-2-amina, el cual comprende: (i) proteger el grupo amino de 2-aminoindano con un grupo acilo en la presencia de un solvente orgánico para formar un compuesto de la fórmula (1): (ii) hacer reaccionar el compuesto de la fórmula (1) con haluro de acetilo en la presencia de un de un ácido de Lewis para formar un compuesto de la fórmula (2): (iii) tratar el compuesto de la fórmula (2) con un agente reductor en la presencia de un catalizador y un solvente orgánico para formar un compuesto de la fórmula (3): (iv) hacer reaccionar el compuesto de la fórmula (3) con haluro de acetilo en la presencia de un ácido de lewis para formar un compuesto de la fórmula (4): (v) tratar el compuesto de la fórmula (4) con un agente reductor en la presencia de un catalizador y un solvente orgánico para formar un compuesto de la fórmula (5): (vi) hidrolizar el compuesto de la fórmula (5) en la presencia de una base para formar la 5,6-dietil-2,3-dihidro-1H-inden-2-amina de la fórmula (6): en donde R se selecciona a partir del grupo que consiste en alquilo, arilo, alcoxilo, alquenilo, cicloalquilo, benzocicloalquilo, cicloalquilalquilo, aralquilo, heterocíclico, heteroaralquilo, y haloalquilo.
ARP030100758A 2002-03-08 2003-03-06 Compuestos organicos AR038746A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US36273502P 2002-03-08 2002-03-08

Publications (1)

Publication Number Publication Date
AR038746A1 true AR038746A1 (es) 2005-01-26

Family

ID=27805221

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP030100758A AR038746A1 (es) 2002-03-08 2003-03-06 Compuestos organicos

Country Status (16)

Country Link
US (1) US6933410B2 (es)
EP (1) EP1487781B8 (es)
JP (1) JP4376065B2 (es)
KR (1) KR100968650B1 (es)
CN (1) CN1268605C (es)
AR (1) AR038746A1 (es)
AT (1) ATE402138T1 (es)
AU (1) AU2003218704A1 (es)
DE (1) DE60322356D1 (es)
EG (1) EG23462A (es)
ES (1) ES2311092T3 (es)
MY (1) MY131849A (es)
PE (1) PE20031054A1 (es)
PT (1) PT1487781E (es)
TW (1) TWI284528B (es)
WO (1) WO2003076387A2 (es)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0411056D0 (en) 2004-05-18 2004-06-23 Novartis Ag Organic compounds
GB0426164D0 (en) 2004-11-29 2004-12-29 Novartis Ag Organic compounds
US20080027834A1 (en) * 2006-07-31 2008-01-31 Caterpillar Inc. Systems and methods for inventory management
CN103539677B (zh) * 2012-07-16 2015-04-22 武汉万知生物医药有限公司 一种5,6-二乙基-2,3-二氢-1h-茚-2-胺盐酸盐的制备方法
CN103360264B (zh) * 2013-07-18 2014-11-26 武汉恒和达生物医药有限公司 茚达特罗氨基片段5,6-二乙基-2,3-二氢-1h-茚-2-胺盐酸盐的合成方法
US10137096B2 (en) 2014-12-09 2018-11-27 Ezekiel Golan Binge behavior regulators
CN107406370A (zh) * 2014-12-09 2017-11-28 以西结·戈兰 酒精饮料替代品
CN107735390B (zh) * 2015-01-20 2021-06-08 欧伦股份公司 茚满胺衍生物的制备方法和新合成中间体
ITUB20153978A1 (it) 2015-09-28 2017-03-28 Laboratorio Chimico Int S P A Procedimento per la preparazione di derivati di indanammina e di nuovi intermedi di sintesi.
CN108752220A (zh) * 2018-05-18 2018-11-06 成都伊诺达博医药科技有限公司 一种茚达特罗中间体的制备方法

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3226947A1 (de) * 1982-07-19 1984-01-19 Henkel KGaA, 4000 Düsseldorf Feuchtwischbezug fuer die fussbodenreinigung
DE3623944A1 (de) 1986-07-16 1988-02-11 Thomae Gmbh Dr K Neue benzolsulfonamido-indanylverbindungen, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung
WO2000005234A1 (fr) 1998-07-22 2000-02-03 Suntory Limited INHIBITEURS DE NF-λB CONTENANT DES DERIVES D'INDANE EN TANT QU'INGREDIENT ACTIF
GB9913083D0 (en) 1999-06-04 1999-08-04 Novartis Ag Organic compounds

Also Published As

Publication number Publication date
DE60322356D1 (de) 2008-09-04
TWI284528B (en) 2007-08-01
JP2005519133A (ja) 2005-06-30
CN1639111A (zh) 2005-07-13
KR20040104490A (ko) 2004-12-10
EP1487781B8 (en) 2009-06-03
WO2003076387A3 (en) 2004-03-25
AU2003218704A1 (en) 2003-09-22
US20030187301A1 (en) 2003-10-02
KR100968650B1 (ko) 2010-07-06
PT1487781E (pt) 2008-10-30
WO2003076387A2 (en) 2003-09-18
ES2311092T3 (es) 2009-02-01
US6933410B2 (en) 2005-08-23
PE20031054A1 (es) 2004-04-16
EG23462A (en) 2005-10-04
TW200305393A (en) 2003-11-01
EP1487781B1 (en) 2008-07-23
MY131849A (en) 2007-09-28
ATE402138T1 (de) 2008-08-15
AU2003218704A8 (en) 2003-09-22
EP1487781A2 (en) 2004-12-22
JP4376065B2 (ja) 2009-12-02
CN1268605C (zh) 2006-08-09

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