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MXPA96003015A - Proceso para la preparacion de derivados de esterarilacetico por medio de una reaccion de acoplamiento cruzado catalizada por paladio. - Google Patents

Proceso para la preparacion de derivados de esterarilacetico por medio de una reaccion de acoplamiento cruzado catalizada por paladio.

Info

Publication number
MXPA96003015A
MXPA96003015A MXPA96003015A MX9603015A MXPA96003015A MX PA96003015 A MXPA96003015 A MX PA96003015A MX PA96003015 A MXPA96003015 A MX PA96003015A MX 9603015 A MX9603015 A MX 9603015A MX PA96003015 A MXPA96003015 A MX PA96003015A
Authority
MX
Mexico
Prior art keywords
preparation
coupling reaction
ester derivatives
cross coupling
catalyzed cross
Prior art date
Application number
MXPA96003015A
Other languages
English (en)
Inventor
Noff Denis
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 MXPA96003015A publication Critical patent/MXPA96003015A/es

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Classifications

    • 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
    • C07D213/24—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 substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/44—Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
    • C07D213/53—Nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C249/00—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C249/04—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton of oximes
    • C07C249/12—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton of oximes by reactions not involving the formation of oxyimino groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/32—Oximes
    • C07C251/34—Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
    • C07C251/36—Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with the carbon atoms of the oxyimino groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C251/38—Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with the carbon atoms of the oxyimino groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of a saturated carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/32—Oximes
    • C07C251/34—Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
    • C07C251/48—Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with the carbon atom of at least one of the oxyimino groups bound to a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/32—Oximes
    • C07C251/50—Oximes having oxygen atoms of oxyimino groups bound to carbon atoms of substituted hydrocarbon radicals
    • C07C251/60—Oximes having oxygen atoms of oxyimino groups bound to carbon atoms of substituted hydrocarbon radicals of hydrocarbon radicals substituted by carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/63—Carboxylic acid nitriles containing cyano groups and nitrogen atoms further bound to other hetero atoms, other than oxygen atoms of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C255/64—Carboxylic acid nitriles containing cyano groups and nitrogen atoms further bound to other hetero atoms, other than oxygen atoms of nitro or nitroso groups, bound to the same carbon skeleton with the nitrogen atoms further bound to oxygen atoms
    • 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
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/52—Radicals substituted by nitrogen atoms not forming part of a nitro radical
    • 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
    • C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
    • C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
    • C07D307/81—Radicals substituted by nitrogen atoms not forming part of a nitro radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
    • C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
    • C07D317/58—Radicals substituted by nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D319/10—1,4-Dioxanes; Hydrogenated 1,4-dioxanes
    • C07D319/14—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems
    • C07D319/16—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D319/18—Ethylenedioxybenzenes, not substituted on the hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D319/10—1,4-Dioxanes; Hydrogenated 1,4-dioxanes
    • C07D319/14—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems
    • C07D319/16—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D319/20—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems condensed with one six-membered ring with substituents attached to the hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/22—Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
    • C07F5/02—Boron compounds
    • C07F5/025—Boronic and borinic acid compounds
    • 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
    • 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
    • C07C2602/10—One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline

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)
  • Pyridine Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Eyeglasses (AREA)
  • Joining Of Glass To Other Materials (AREA)
  • Catalysts (AREA)
  • Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Pyrane Compounds (AREA)

Abstract

Un proceso para la preparacion de un compuesto de la formula i: (Ver Formula); en donde, en el anillo aromatico presente, se puede reemplazar un grupo CH por N(piridilo), y en donde dos de las cuatro valencias del anillo, que pretenden marcar posibles sustituyentes, pueden representar en la posicion adyacente un anillo de 5 o 6 miembros fundido, insustituido o sustituido, el cual puede contener de 1 a 3 heteroatomos identicos o diferentes seleccionados a partir de N, S, y O; y en donde: R es alquilo de 1 a 12 atomos de carbono, A) mediante la reaccion de un acido boronico apropiadamente estructurado de la formula general II: o de la formula trimerica III: (Ver Formula); que esta en equilibrio con el, en la presencia de un catalizador de paladio, con un ester metoxiiminoacetico de la formula general IV: (Ver Formula) en donde R es alquilo de 1 a 12 atomos de carbono, y X es grupo de salida, o vice versa, B) mediante la reaccion de un ester metoxiiminoacetico de la formula X: (Ver Formula); en donde R y R8 son alquilo de 1 a 12 atomos de carbono o -B(OR8)2 es de preferencia el radical : (Ver Formula) en la presencia de un catalizador de Pd, con un compuesto de halofenilo de la formula general XI: (Ver Formula) que esta sustituido como se desee, y en donde: Y es Br o I, y las cuatro valencias en el anillo de fenilo representan los posibles sustituyentes mencionados para I.
MXPA96003015A 1994-01-27 1995-01-16 Proceso para la preparacion de derivados de esterarilacetico por medio de una reaccion de acoplamiento cruzado catalizada por paladio. MXPA96003015A (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH24994 1994-01-27
PCT/EP1995/000146 WO1995020569A1 (en) 1994-01-27 1995-01-16 Process for the preparation of arylacetic ester derivatives via palladium-catalyzed cross coupling reaction

Publications (1)

Publication Number Publication Date
MXPA96003015A true MXPA96003015A (es) 2005-04-29

Family

ID=4182702

Family Applications (1)

Application Number Title Priority Date Filing Date
MXPA96003015A MXPA96003015A (es) 1994-01-27 1995-01-16 Proceso para la preparacion de derivados de esterarilacetico por medio de una reaccion de acoplamiento cruzado catalizada por paladio.

Country Status (21)

Country Link
US (1) US5726343A (es)
EP (1) EP0741693B1 (es)
JP (1) JPH09508373A (es)
CN (1) CN1139919A (es)
AT (1) ATE178047T1 (es)
AU (1) AU1534495A (es)
BG (1) BG100769A (es)
BR (1) BR9506648A (es)
CA (1) CA2181586A1 (es)
CZ (1) CZ220296A3 (es)
DE (1) DE69508560T2 (es)
DK (1) DK0741693T3 (es)
FI (1) FI962953A0 (es)
HU (1) HUT75179A (es)
IL (1) IL112440A0 (es)
MX (1) MXPA96003015A (es)
NO (1) NO963126D0 (es)
PL (1) PL315668A1 (es)
SK (1) SK98296A3 (es)
WO (1) WO1995020569A1 (es)
ZA (1) ZA95624B (es)

Families Citing this family (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19607960A1 (de) * 1996-03-01 1997-09-04 Hoechst Schering Agrevo Gmbh Verfahren zur Herstellung von Ketonoximether durch Boronsäurekupplung
TR199700975A2 (xx) * 1996-09-27 1998-04-21 Novartis Ag Salg�n hastal�k ila�lar� (pepticides).
DE10111262A1 (de) * 2001-03-09 2002-09-12 Studiengesellschaft Kohle Mbh Verfahren zur Herstellung von Vinyl- Aryl- und Heteroarylessigsäuren und ihrer Devivate
WO2002079339A2 (en) * 2001-03-30 2002-10-10 The Penn State Research Foundation Metal catalyzed reactions
US6858592B2 (en) 2001-06-29 2005-02-22 Genzyme Corporation Aryl boronic acids for treating obesity
US7041280B2 (en) * 2001-06-29 2006-05-09 Genzyme Corporation Aryl boronate functionalized polymers for treating obesity
US20050215626A1 (en) * 2003-09-25 2005-09-29 Wyeth Substituted benzofuran oximes
KR100624238B1 (ko) 2004-06-22 2006-09-19 한국화학연구원 알파-아릴메톡시아크릴레이트 유도체를 함유하는 대사성골 질환의 예방 및 치료용 약학 조성물
BR112012033490A2 (pt) 2010-07-02 2015-09-15 Syngenta Participations Ag derivados de éter dioxima microbicida
EP2621897A1 (en) 2010-10-01 2013-08-07 Basf Se Imine compounds
AU2011310094A1 (en) 2010-10-01 2013-04-11 Basf Se Imine substituted 2, 4 - diaryl - pyrroline derivatives as pesticides
WO2013092460A1 (en) 2011-12-20 2013-06-27 Syngenta Participations Ag Cyclic bisoxime microbicides
CN108250102B (zh) * 2018-02-01 2020-11-10 青岛润农化工有限公司 一种（e）-2-甲氧基亚胺-2-（邻甲苯基）乙酸甲酯的制备方法
CN111589443B (zh) * 2020-05-27 2022-12-16 贵研铂业股份有限公司 一种石墨烯负载钯纳米颗粒复合材料催化剂的制备方法
BR112023000163A2 (pt) * 2020-07-08 2023-01-31 Basf Se Compostos, composições agroquímicas, uso dos compostos e método para combater fungos fitopatogênicos
CN120058553A (zh) * 2025-04-25 2025-05-30 浙江扬帆新材料股份有限公司 一种2-(2-(溴甲基)苯基)-2-(甲氧基亚氨基)乙酸甲酯的制备方法

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE870067A (fr) * 1978-09-04 1979-02-28 Ciba Geigy Derives d'oximes pour la protection des cultures
GB8617648D0 (en) * 1986-07-18 1986-08-28 Ici Plc Fungicides
PH11991042549B1 (es) * 1990-06-05 2000-12-04

Also Published As

Publication number Publication date
DE69508560D1 (de) 1999-04-29
SK98296A3 (en) 1996-12-04
CA2181586A1 (en) 1995-08-03
HU9602066D0 (en) 1996-09-30
BG100769A (bg) 1997-03-31
IL112440A0 (en) 1995-03-30
WO1995020569A1 (en) 1995-08-03
DK0741693T3 (da) 1999-10-11
ZA95624B (en) 1995-07-27
NO963126L (no) 1996-07-26
BR9506648A (pt) 1997-09-02
CZ220296A3 (en) 1996-10-16
NO963126D0 (no) 1996-07-26
ATE178047T1 (de) 1999-04-15
FI962953A7 (fi) 1996-07-24
PL315668A1 (en) 1996-11-25
US5726343A (en) 1998-03-10
DE69508560T2 (de) 1999-10-07
FI962953A0 (fi) 1996-07-24
AU1534495A (en) 1995-08-15
HUT75179A (en) 1997-04-28
EP0741693A1 (en) 1996-11-13
JPH09508373A (ja) 1997-08-26
CN1139919A (zh) 1997-01-08
EP0741693B1 (en) 1999-03-24

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