MX2012000046A - Procedimiento para la preparacion de compuestos arilpiridinilo. - Google Patents

Procedimiento para la preparacion de compuestos arilpiridinilo.

Info

Publication number
MX2012000046A
MX2012000046A MX2012000046A MX2012000046A MX2012000046A MX 2012000046 A MX2012000046 A MX 2012000046A MX 2012000046 A MX2012000046 A MX 2012000046A MX 2012000046 A MX2012000046 A MX 2012000046A MX 2012000046 A MX2012000046 A MX 2012000046A
Authority
MX
Mexico
Prior art keywords
palladium
diphenylphosphino
bis
chloride
preparation
Prior art date
Application number
MX2012000046A
Other languages
English (en)
Inventor
Maria Argese
Roberto Scrocchi
Palma Fedeli
Giuseppe Guazzi
Original Assignee
Prime Europ Therapeuticals
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 Prime Europ Therapeuticals filed Critical Prime Europ Therapeuticals
Publication of MX2012000046A publication Critical patent/MX2012000046A/es

Links

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
    • C07D213/46—Oxygen atoms
    • 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
    • C07D213/46—Oxygen atoms
    • C07D213/48—Aldehydo radicals
    • 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
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • 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
    • 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
    • C07D213/36—Radicals substituted by singly-bound nitrogen atoms
    • C07D213/42—Radicals substituted by singly-bound nitrogen atoms having hetero atoms attached to the substituent nitrogen atom

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Communicable Diseases (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oncology (AREA)
  • Virology (AREA)
  • Epidemiology (AREA)
  • Pyridine Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Se describe un procedimiento para la preparación de compuestos arilpiridina por reacciones de acoplamiento cruzado entre una halopiridina y un haluro de arilmagnesio llevadas a cabo en presencia de una cantidad catalítica de una sal de zinc y una cantidad catalítica de complejo de paladio con una fosfina bidentada, la sal de zinc se selecciona preferentemente de ZnCI2, ZnBr2 y/o Zn(OAc)2, mientras que el complejo de paladio con una fosfina bidentada preferiblemente se selecciona del grupo de cloruro de (1,2-Bis(difenilfosfino)etano)paladio(ll), cloruro de (1,3- Bis(difenilfosfino)propano) paladio (II) y cloruro de (1,4-Bis(difenilfosfino)butano)paladio(ll); más preferido es cloruro de (1,2-Bis(difenilfosfino)etano)paladio(lI); así, es posible obtener rendimientos molares superiores al 95% calculado sobre el haluro de arilmagnesio y una capacidad catalítica menor de 1:1500; el procedimiento es especialmente adecuado para la preparación de 4-(2'-piridil)benzaldehído que puede entonces efectivamente convenirse en N1 -(t-butoxicarbonil)-N2-(4- (2'piridil)bencil)hidrazina.
MX2012000046A 2009-06-26 2010-06-24 Procedimiento para la preparacion de compuestos arilpiridinilo. MX2012000046A (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP09163878A EP2272831A1 (en) 2009-06-26 2009-06-26 Process for the preparation of arylpyridinyl compounds
PCT/EP2010/003780 WO2010149356A1 (en) 2009-06-26 2010-06-24 Process for the preparation of arylpyridinyl compounds

Publications (1)

Publication Number Publication Date
MX2012000046A true MX2012000046A (es) 2012-04-30

Family

ID=41066097

Family Applications (1)

Application Number Title Priority Date Filing Date
MX2012000046A MX2012000046A (es) 2009-06-26 2010-06-24 Procedimiento para la preparacion de compuestos arilpiridinilo.

Country Status (12)

Country Link
US (1) US20120157687A1 (es)
EP (2) EP2272831A1 (es)
JP (1) JP2012530739A (es)
KR (1) KR20120099179A (es)
CN (1) CN102459182A (es)
AU (1) AU2010265080A1 (es)
BR (1) BRPI1011812A2 (es)
CA (1) CA2766665A1 (es)
IL (1) IL217139A0 (es)
MX (1) MX2012000046A (es)
RU (1) RU2011152931A (es)
WO (1) WO2010149356A1 (es)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20140343290A1 (en) 2011-07-27 2014-11-20 Rakesh Kumar Singh Process for the preparation of atazanavir or its bisulfate salt
CN106543073A (zh) * 2015-09-17 2017-03-29 宁波杰尔盛化工有限公司 2-[4-（2-吡啶基）苄基]-肼羧酸叔丁酯的制备方法
CN109574916A (zh) * 2018-12-29 2019-04-05 常州吉恩药业有限公司 阿扎那韦中间体2-[4-(2-吡啶基)苄基]-肼羧酸叔丁酯的工业化生产方法

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TW409125B (en) 1996-04-22 2000-10-21 Novartis Ag Antivirally active heterocyclic azahexane derivatives
IT1296984B1 (it) * 1997-12-19 1999-08-03 Zambon Spa Derivati ftalazinici inibitori della fosfodiesterasi 4
IT1313664B1 (it) 1999-10-12 2002-09-09 Norpharma S P A Processo per la preparazione di un composto aril-piridinico.
GB0414120D0 (en) * 2004-06-24 2004-07-28 Generics Uk Ltd Novel processes and intermediates
WO2007105657A1 (ja) * 2006-03-10 2007-09-20 Kyoto University クロスカップリング反応を用いたオリゴマー化合物の合成方法

Also Published As

Publication number Publication date
KR20120099179A (ko) 2012-09-07
EP2445882A1 (en) 2012-05-02
IL217139A0 (en) 2012-02-29
EP2272831A1 (en) 2011-01-12
AU2010265080A1 (en) 2012-02-02
US20120157687A1 (en) 2012-06-21
CN102459182A (zh) 2012-05-16
RU2011152931A (ru) 2013-06-27
WO2010149356A1 (en) 2010-12-29
JP2012530739A (ja) 2012-12-06
BRPI1011812A2 (pt) 2015-10-06
CA2766665A1 (en) 2010-12-29

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