AR060341A1 - Procedimiento para producir 3-[4-(1,1-dimetil-propil)-fenil]-2-metil-propionaldehido y cis-4-{3-[4-(1,1dimetil-propil)-fenil]-2-metil-propil}-2,6-dimetil-morfolina (amorolfina) - Google Patents

Procedimiento para producir 3-[4-(1,1-dimetil-propil)-fenil]-2-metil-propionaldehido y cis-4-{3-[4-(1,1dimetil-propil)-fenil]-2-metil-propil}-2,6-dimetil-morfolina (amorolfina)

Info

Publication number
AR060341A1
AR060341A1 ARP070101392A ARP070101392A AR060341A1 AR 060341 A1 AR060341 A1 AR 060341A1 AR P070101392 A ARP070101392 A AR P070101392A AR P070101392 A ARP070101392 A AR P070101392A AR 060341 A1 AR060341 A1 AR 060341A1
Authority
AR
Argentina
Prior art keywords
dimethyl
methyl
propil
penyl
propile
Prior art date
Application number
ARP070101392A
Other languages
English (en)
Inventor
Branislav Musicki
Jean-Guy Boiteau
Original Assignee
Galderma Sa
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 Galderma Sa filed Critical Galderma Sa
Publication of AR060341A1 publication Critical patent/AR060341A1/es

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D265/00Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
    • C07D265/281,4-Oxazines; Hydrogenated 1,4-oxazines
    • C07D265/301,4-Oxazines; Hydrogenated 1,4-oxazines not condensed with other rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/093Preparation of halogenated hydrocarbons by replacement by halogens
    • C07C17/10Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
    • C07C17/12Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms in the ring of aromatic compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C25/00Compounds containing at least one halogen atom bound to a six-membered aromatic ring
    • C07C25/02Monocyclic aromatic halogenated hydrocarbons
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/51Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C07C45/511Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups
    • C07C45/512Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups the singly bound functional group being a free hydroxyl group
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00Compounds having —CHO groups
    • C07C47/20Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
    • C07C47/228Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing six-membered aromatic rings, e.g. phenylacetaldehyde

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Reivindicacion 1:Procedimiento para preparar 3-[4-(1,1-dimetil-propil)-fenil]-2-metil-propianaldehído de formula (2) caracterizado porque se hace reaccionar un compuesto de formula general (6) en la cual X es un haluro o un radical de sulfonato de triflurometano (OSO2CF3), en una reaccion de Heck con 2-metil-prop-2-en-1-ol de formula (7) en presencia de un catalizador de paladio y una base de un solvente seleccionado entre N,N-dimetilformamida, solventes orgánicos proticos polares y no polares, a una temperatura que oscila entre 60° y 150°C.
ARP070101392A 2006-04-03 2007-04-03 Procedimiento para producir 3-[4-(1,1-dimetil-propil)-fenil]-2-metil-propionaldehido y cis-4-{3-[4-(1,1dimetil-propil)-fenil]-2-metil-propil}-2,6-dimetil-morfolina (amorolfina) AR060341A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP06290532A EP1842848A1 (en) 2006-04-03 2006-04-03 Process for producing 3-[4-(1,1-dimethyl-propyl)-phenyl]2-methyl-propionaldehyde and cis-4{3-[4-(1,1-dimethyl-propyl)-phenyl]2-methyl-propyl}-2,6-dimethyl-morpholine (amorolfine)

Publications (1)

Publication Number Publication Date
AR060341A1 true AR060341A1 (es) 2008-06-11

Family

ID=37012060

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP070101392A AR060341A1 (es) 2006-04-03 2007-04-03 Procedimiento para producir 3-[4-(1,1-dimetil-propil)-fenil]-2-metil-propionaldehido y cis-4-{3-[4-(1,1dimetil-propil)-fenil]-2-metil-propil}-2,6-dimetil-morfolina (amorolfina)

Country Status (5)

Country Link
US (1) US20090131660A1 (es)
EP (2) EP1842848A1 (es)
AR (1) AR060341A1 (es)
CA (1) CA2647586A1 (es)
WO (1) WO2007113218A1 (es)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102887872B (zh) * 2011-12-30 2015-06-24 浙江海翔药业股份有限公司 一种盐酸阿莫罗芬的制备方法
CN109232458A (zh) * 2018-06-15 2019-01-18 南通常佑药业科技有限公司 一种手性吗啉化合物的制备方法
CN115093309A (zh) * 2022-06-20 2022-09-23 浙江海翔药业股份有限公司 一种盐酸阿莫罗芬中间体杂质及其制备方法

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1548595A (en) 1921-07-14 1925-08-04 Susannah M Freileweh Suitcase
AT354187B (de) 1976-11-22 1979-12-27 Hoffmann La Roche Fungizides mittel
ZW15780A1 (en) * 1979-08-17 1981-03-18 Hoffmann La Roche Heterocyclic compounds
DE4009411A1 (de) * 1990-03-23 1991-09-26 Basf Ag N-(3-phenyl-2-methylpropyl und -methylprop-2-enyl)-azaheterocyclen

Also Published As

Publication number Publication date
CA2647586A1 (en) 2007-10-11
WO2007113218A1 (en) 2007-10-11
US20090131660A1 (en) 2009-05-21
EP1842848A1 (en) 2007-10-10
EP2007742A1 (en) 2008-12-31

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Legal Events

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FA Abandonment or withdrawal