AR017180A1 - METHOD FOR THE PREPARATION OF CITALOPRAM - Google Patents

METHOD FOR THE PREPARATION OF CITALOPRAM

Info

Publication number
AR017180A1
AR017180A1 ARP980105657A ARP980105657A AR017180A1 AR 017180 A1 AR017180 A1 AR 017180A1 AR P980105657 A ARP980105657 A AR P980105657A AR P980105657 A ARP980105657 A AR P980105657A AR 017180 A1 AR017180 A1 AR 017180A1
Authority
AR
Argentina
Prior art keywords
citalopram
formula
resulting compound
preparation
halogen
Prior art date
Application number
ARP980105657A
Other languages
Spanish (es)
Original Assignee
Lundbeck & Co As H
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
Priority claimed from PCT/DK1997/000513 external-priority patent/WO1998019512A2/en
Application filed by Lundbeck & Co As H filed Critical Lundbeck & Co As H
Publication of AR017180A1 publication Critical patent/AR017180A1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/87—Benzo [c] furans; Hydrogenated benzo [c] furans
    • C07D307/88—Benzo [c] furans; Hydrogenated benzo [c] furans with one oxygen atom directly attached in position 1 or 3
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/34—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide
    • A61K31/343—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide condensed with a carbocyclic ring, e.g. coumaran, bufuralol, befunolol, clobenfurol, amiodarone
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/68—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings and hydroxy groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of 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
    • C07C225/22—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 carbon atoms of six-membered aromatic rings of the carbon skeleton
    • 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
    • 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
    • C07C233/34—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 amino groups
    • C07C233/42—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 amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring
    • C07C233/43—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 amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of a saturated carbon skeleton

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Un método para la preparacion de citalopram que comprende los pasos de: a)hacer reaccionar un compuesto de formula IV donde R1 es H o alquilcarbonilo C1-6con un reactivo de Grignard de 4-halogeno-fluorfenilo, b)hacer reaccionar el compuestoresultant e de formula V donde R1 es, segun se define precedentemente,con un reactivo de Grignard de 3-halogeno-N,N-dimetilpropilamina; c)efectua el cierre de anillos del compuesto resultante de la formula VI donde R1 es segun sedefineprecedentemente, y d) co nvertir el compuesto resultante de formula VII donde R1 es, segun se define precedentemente, para el correspondiente 5-cianoderivado, es decir, citalopram, el cual es separado como base o sal farmacéuticamente aceptable delmismo; y una composicion f armacéutica antidepresiva quecomprende citalopram fabricado mediante el método.A method for the preparation of citalopram comprising the steps of: a) reacting a compound of formula IV where R 1 is H or C 1-6 alkylcarbonyl with a 4-halogen-fluorophenyl Grignard reagent, b) reacting the resulting compound of formula V where R1 is, as defined above, with a Grignard reagent of 3-halogen-N, N-dimethylpropylamine; c) effect the ring closure of the resulting compound of formula VI where R1 is as seemingly insignificant, and d) convert the resulting compound of formula VII where R1 is, as defined above, for the corresponding 5-cyanoderivative, that is, citalopram , which is separated as a base or pharmaceutically acceptable salt thereof; and an antidepressant pharmaceutical composition comprising citalopram manufactured by the method.

ARP980105657A 1997-11-11 1998-11-09 METHOD FOR THE PREPARATION OF CITALOPRAM AR017180A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/DK1997/000513 WO1998019512A2 (en) 1997-11-11 1997-11-11 Method for the preparation of citalopram

Publications (1)

Publication Number Publication Date
AR017180A1 true AR017180A1 (en) 2001-08-22

Family

ID=45606277

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP980105657A AR017180A1 (en) 1997-11-11 1998-11-09 METHOD FOR THE PREPARATION OF CITALOPRAM

Country Status (2)

Country Link
KR (1) KR100511532B1 (en)
AR (1) AR017180A1 (en)

Also Published As

Publication number Publication date
KR100511532B1 (en) 2005-08-31
KR20010031940A (en) 2001-04-16

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