WO2006081562A3 - Synthesis of aryl pyrrolidones - Google Patents

Synthesis of aryl pyrrolidones Download PDF

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Publication number
WO2006081562A3
WO2006081562A3 PCT/US2006/003240 US2006003240W WO2006081562A3 WO 2006081562 A3 WO2006081562 A3 WO 2006081562A3 US 2006003240 W US2006003240 W US 2006003240W WO 2006081562 A3 WO2006081562 A3 WO 2006081562A3
Authority
WO
WIPO (PCT)
Prior art keywords
synthesis
pyrrolidones
aryl pyrrolidones
aryl
enantionmeric
Prior art date
Application number
PCT/US2006/003240
Other languages
French (fr)
Other versions
WO2006081562A2 (en
Inventor
Yun He
David Woodmansee
Ha-Soon Choi
Zhicheng Wang
Baogen Wu
Truc Nguyen
Original Assignee
Irm Llc
Yun He
David Woodmansee
Ha-Soon Choi
Zhicheng Wang
Baogen Wu
Truc Nguyen
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 Irm Llc, Yun He, David Woodmansee, Ha-Soon Choi, Zhicheng Wang, Baogen Wu, Truc Nguyen filed Critical Irm Llc
Priority to CA002593816A priority Critical patent/CA2593816A1/en
Priority to KR1020077017460A priority patent/KR100890696B1/en
Priority to JP2007553329A priority patent/JP2008528625A/en
Priority to CNA2006800035536A priority patent/CN101111246A/en
Priority to MX2007008974A priority patent/MX2007008974A/en
Priority to BRPI0607294-1A priority patent/BRPI0607294A2/en
Priority to AU2006209241A priority patent/AU2006209241B2/en
Priority to EP06719887A priority patent/EP1841424A4/en
Publication of WO2006081562A2 publication Critical patent/WO2006081562A2/en
Publication of WO2006081562A3 publication Critical patent/WO2006081562A3/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • C07D207/263—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms
    • C07D207/27—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
    • 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

Landscapes

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

Abstract

The invention provides methods of asymmetrically synthesizing aryl pyrrolidones with high yield and high enantionmeric excess.
PCT/US2006/003240 2005-01-28 2006-01-30 Synthesis of aryl pyrrolidones WO2006081562A2 (en)

Priority Applications (8)

Application Number Priority Date Filing Date Title
CA002593816A CA2593816A1 (en) 2005-01-28 2006-01-30 Synthesis of aryl pyrrolidones
KR1020077017460A KR100890696B1 (en) 2005-01-28 2006-01-30 Synthesis of aryl pyrrolidones
JP2007553329A JP2008528625A (en) 2005-01-28 2006-01-30 Synthesis of arylpyrrolidones
CNA2006800035536A CN101111246A (en) 2005-01-28 2006-01-30 Synthesis of aryl pyrrolidones
MX2007008974A MX2007008974A (en) 2005-01-28 2006-01-30 Synthesis of aryl pyrrolidones.
BRPI0607294-1A BRPI0607294A2 (en) 2005-01-28 2006-01-30 processes for synthesis of aryl pyrrolidones as well as mixing
AU2006209241A AU2006209241B2 (en) 2005-01-28 2006-01-30 Synthesis of aryl pyrrolidones
EP06719887A EP1841424A4 (en) 2005-01-28 2006-01-30 Synthesis of aryl pyrrolidones

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US64803905P 2005-01-28 2005-01-28
US60/648,039 2005-01-28

Publications (2)

Publication Number Publication Date
WO2006081562A2 WO2006081562A2 (en) 2006-08-03
WO2006081562A3 true WO2006081562A3 (en) 2006-10-19

Family

ID=36741151

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2006/003240 WO2006081562A2 (en) 2005-01-28 2006-01-30 Synthesis of aryl pyrrolidones

Country Status (10)

Country Link
EP (1) EP1841424A4 (en)
JP (1) JP2008528625A (en)
KR (1) KR100890696B1 (en)
CN (1) CN101111246A (en)
AU (1) AU2006209241B2 (en)
BR (1) BRPI0607294A2 (en)
CA (1) CA2593816A1 (en)
MX (1) MX2007008974A (en)
RU (1) RU2007132260A (en)
WO (1) WO2006081562A2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11589583B2 (en) 2013-12-03 2023-02-28 Fmc Corporation Pyrrolidinones herbicides

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US8293738B2 (en) 2010-05-12 2012-10-23 Abbott Laboratories Indazole inhibitors of kinase
CN101979378B (en) * 2010-10-13 2012-06-27 中国科学院上海有机化学研究所 Method for synthesizing chiral gamma-lactam compounds
RU2485100C1 (en) * 2012-02-07 2013-06-20 Федеральное государственное бюджетное образовательное учреждение высшего профессионального образования "Пермский государственный национальный исследовательский университет" 1-aryl-4-benzoyl-3-hydroxy-5-methoxycarbonyl-2,5-dihydro-1h-pyrrol-2-ones exhibiting analgesic activity and method for preparing them
EP3663282B1 (en) 2013-12-03 2022-05-18 FMC Corporation Pyrrolidinone herbicides
EP3164386B1 (en) 2014-07-02 2020-10-07 FMC Corporation Piperidinone herbicides
CN107001260B (en) 2014-12-08 2020-11-10 Fmc公司 3-oxy-3- (arylamino) propanoates, process for their preparation and their use in the preparation of pyrrolidones
AU2016246410B2 (en) 2015-04-10 2020-11-05 Fmc Corporation Substituted cyclic amides as herbicides
CN107531658B (en) 2015-04-27 2021-07-27 Fmc公司 Butyrolactone as herbicides
BR112017021859B1 (en) 2015-05-12 2022-05-10 Fmc Corporation Compost, herbicide compositions, herbicide mixture and method for controlling the growth of unwanted vegetation
JP6869192B2 (en) 2015-05-29 2021-05-12 エフ エム シー コーポレーションＦｍｃ Ｃｏｒｐｏｒａｔｉｏｎ Substituted cyclic amides as herbicides
CA2983759A1 (en) 2015-06-02 2016-12-08 E I Du Pont De Nemours And Company Substituted cyclic amides and their use as herbicides
EP3328836B1 (en) 2015-07-31 2021-03-24 FMC Corporation Cyclic n-carboxamide compounds useful as herbicides
ES2958741T3 (en) 2016-12-21 2024-02-14 Fmc Corp Nitrone herbicides
AU2018239935B2 (en) 2017-03-21 2023-05-18 Fmc Corporation Pyrrolidinones and a process to prepare them
EP3599868A4 (en) 2017-03-21 2020-12-02 FMC Corporation Herbicidal mixture, composition and method
AR111839A1 (en) 2017-05-30 2019-08-21 Fmc Corp LACTAMAS 3-REPLACED HERBICIDES
AR111967A1 (en) 2017-05-30 2019-09-04 Fmc Corp AMIDES HERBICIDES

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3058986A (en) * 1962-10-16 N-ammoalkyl-x-phenyl-x-lower alkyl-z-
US3956914A (en) * 1974-11-14 1976-05-18 The Marison Company Spin lathe

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3956314A (en) * 1970-07-24 1976-05-11 U.C.B., Societe Anonyme Derivatives of 2-pyrrolidinone
JP2002363160A (en) * 2001-06-05 2002-12-18 Sumitomo Chem Co Ltd Method for producing optically active 4-aryl-2- piperidinone compound
US7495016B2 (en) * 2002-10-21 2009-02-24 Irm Llc Pyrrolidones with anti-HIV activity
JP4351859B2 (en) * 2003-04-14 2009-10-28 三菱レイヨン株式会社 Process for producing optically active β-aryl compounds
BRPI0606123A2 (en) * 2005-01-28 2009-06-02 Irm Llc phenyl-substituted pyrrolidines

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3058986A (en) * 1962-10-16 N-ammoalkyl-x-phenyl-x-lower alkyl-z-
US3956914A (en) * 1974-11-14 1976-05-18 The Marison Company Spin lathe

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of EP1841424A4 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11589583B2 (en) 2013-12-03 2023-02-28 Fmc Corporation Pyrrolidinones herbicides

Also Published As

Publication number Publication date
CA2593816A1 (en) 2006-08-03
WO2006081562A2 (en) 2006-08-03
KR20070097555A (en) 2007-10-04
EP1841424A2 (en) 2007-10-10
JP2008528625A (en) 2008-07-31
MX2007008974A (en) 2007-09-18
RU2007132260A (en) 2009-03-10
AU2006209241B2 (en) 2009-10-22
EP1841424A4 (en) 2010-01-27
CN101111246A (en) 2008-01-23
BRPI0607294A2 (en) 2009-08-25
AU2006209241A1 (en) 2006-08-03
KR100890696B1 (en) 2009-03-26

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