WO2014010990A1 - Nouveaux dérivés de pyridine et procédé de préparation d'un composé intermédiaire pour la fabrication d'herbicides de suflonylurée l'utilisant - Google Patents

Nouveaux dérivés de pyridine et procédé de préparation d'un composé intermédiaire pour la fabrication d'herbicides de suflonylurée l'utilisant Download PDF

Info

Publication number
WO2014010990A1
WO2014010990A1 PCT/KR2013/006269 KR2013006269W WO2014010990A1 WO 2014010990 A1 WO2014010990 A1 WO 2014010990A1 KR 2013006269 W KR2013006269 W KR 2013006269W WO 2014010990 A1 WO2014010990 A1 WO 2014010990A1
Authority
WO
WIPO (PCT)
Prior art keywords
formula
compound
alkyl
chlorine
preparation
Prior art date
Application number
PCT/KR2013/006269
Other languages
English (en)
Inventor
Sei Chang Ahn
Sook Hee Kim
Ju Young Lee
Joo Yong Yoon
Man Young Yoon
Original Assignee
Lg Life Sciences Ltd.
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 Lg Life Sciences Ltd. filed Critical Lg Life Sciences Ltd.
Priority to CN201380037273.7A priority Critical patent/CN104487419B/zh
Publication of WO2014010990A1 publication Critical patent/WO2014010990A1/fr

Links

Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
    • 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
    • C07D213/60—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 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
    • C07D213/61—Halogen atoms or nitro radicals
    • 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
    • C07D213/60—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 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
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/70—Sulfur 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
    • C07D213/60—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 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
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/70—Sulfur atoms
    • C07D213/71—Sulfur atoms to which a second hetero atom is attached

Definitions

  • Y represents fluorine, chlorine or bromine.
  • the compound of formula 2b wherein Y is chlorine or bromine can be converted into the compound of formula 2a wherein Y is fluorine by reacting with the compound of formula 6 in the presence of a phase-transfer catalyst in a solvent, as shown in the above reaction scheme 1.
  • reaction step can be carried out at a temperature ranging from -40 to -90°C, preferably at a temperature of -50 to -80°C, more preferably at a temperature of -60 to -78°C.
  • A represents C 3 -C 5 -alkyl or C 3 -C 6 -cycloalkyl, or represents benzyl which is unsubstituted or 1- to 5-substituted with substituents selected from C 1 -C 2 -alkyl and C 1 -C 2 -alkoxy,

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Pyridine Compounds (AREA)

Abstract

La présente invention concerne un nouveau procédé pour la préparation d'un composé intermédiaire clé pour la fabrication de dérivés de fluoroalkylpyridine-sulfonylurée présentant une activité herbicide supérieure, de nouveaux dérivés de pyridine utilisés dans la préparation et un procédé pour la préparation de ceux-ci.
PCT/KR2013/006269 2012-07-13 2013-07-12 Nouveaux dérivés de pyridine et procédé de préparation d'un composé intermédiaire pour la fabrication d'herbicides de suflonylurée l'utilisant WO2014010990A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201380037273.7A CN104487419B (zh) 2012-07-13 2013-07-12 吡啶衍生物和用其制备用于产生磺酰脲除草剂的中间体化合物的方法

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
KR10-2012-0076688 2012-07-13
KR20120076688 2012-07-13

Publications (1)

Publication Number Publication Date
WO2014010990A1 true WO2014010990A1 (fr) 2014-01-16

Family

ID=49916340

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/KR2013/006269 WO2014010990A1 (fr) 2012-07-13 2013-07-12 Nouveaux dérivés de pyridine et procédé de préparation d'un composé intermédiaire pour la fabrication d'herbicides de suflonylurée l'utilisant

Country Status (3)

Country Link
KR (1) KR101493488B1 (fr)
CN (1) CN104487419B (fr)
WO (1) WO2014010990A1 (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104829524A (zh) * 2014-02-11 2015-08-12 Fmc公司 除草剂氟吡磺隆的中间体的合成方法
WO2016124563A1 (fr) 2015-02-05 2016-08-11 Bayer Cropscience Aktiengesellschsaft Dérivés d'hétérocycles bicycliques condensés substitués par 2 (het) aryle utilisés comme agents de lutte contre les insectes et les animaux nuisibles
JP2016538251A (ja) * 2013-10-11 2016-12-08 エルジー・ライフ・サイエンシーズ・リミテッドＬＧ Ｌｉｆｅ Ｓｃｉｅｎｃｅｓ Ｌｔｄ． ３−アルキルチオ−２−ブロモピリジンの製造方法
EP3581565A1 (fr) * 2018-06-14 2019-12-18 Beijing Zhibo Bio-Medical Technology Co., Ltd. Dérivé d'éther phénylbenzylique et son procédé de préparation et utilisation associée

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20030085788A (ko) * 2002-05-02 2003-11-07 주식회사 엘지생명과학 피리딘 유도체, 그의 제조방법, 및 제초제 중간체로서의용도
JP2003335758A (ja) * 2002-05-20 2003-11-28 Lg Chem Investment Ltd ピリジン誘導体、その製造方法、及び除草剤中間体としての用途
US20040209921A1 (en) * 2003-04-11 2004-10-21 Gary Bridger CXCR4 chemokine receptor binding comounds

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20030085788A (ko) * 2002-05-02 2003-11-07 주식회사 엘지생명과학 피리딘 유도체, 그의 제조방법, 및 제초제 중간체로서의용도
JP2003335758A (ja) * 2002-05-20 2003-11-28 Lg Chem Investment Ltd ピリジン誘導体、その製造方法、及び除草剤中間体としての用途
US20040209921A1 (en) * 2003-04-11 2004-10-21 Gary Bridger CXCR4 chemokine receptor binding comounds

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
SHLOMO R. ET AL.: "Chlorination, bromination and oxygenation of the pyridine ring using AcOF made from F2", J. OF ORG. CHEM., vol. 53, 1988, pages 1123 - 1125 *

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2016538251A (ja) * 2013-10-11 2016-12-08 エルジー・ライフ・サイエンシーズ・リミテッドＬＧ Ｌｉｆｅ Ｓｃｉｅｎｃｅｓ Ｌｔｄ． ３−アルキルチオ−２−ブロモピリジンの製造方法
CN104829524A (zh) * 2014-02-11 2015-08-12 Fmc公司 除草剂氟吡磺隆的中间体的合成方法
JP2017506634A (ja) * 2014-02-11 2017-03-09 エフ エム シー コーポレーションＦｍｃ Ｃｏｒｐｏｒａｔｉｏｎ フルセトスルフロン除草剤の中間体を合成するためのプロセス
WO2016124563A1 (fr) 2015-02-05 2016-08-11 Bayer Cropscience Aktiengesellschsaft Dérivés d'hétérocycles bicycliques condensés substitués par 2 (het) aryle utilisés comme agents de lutte contre les insectes et les animaux nuisibles
EP3581565A1 (fr) * 2018-06-14 2019-12-18 Beijing Zhibo Bio-Medical Technology Co., Ltd. Dérivé d'éther phénylbenzylique et son procédé de préparation et utilisation associée

Also Published As

Publication number Publication date
KR20140009016A (ko) 2014-01-22
CN104487419A (zh) 2015-04-01
CN104487419B (zh) 2016-08-24
KR101493488B1 (ko) 2015-02-16

Similar Documents

Publication Publication Date Title
WO2020145627A1 (fr) Procédé de préparation de glufosinate
WO2020145514A1 (fr) Procédé de production de l-glufosinate
WO2011071314A2 (fr) Procédés de préparation de formes cristallines a et b d&#39;ilaprazole et procédé de conversion des formes cristallines
WO2015030514A1 (fr) Dérivé de tétrahydrocyclopentapyrrole et son procédé de préparation
WO2014010990A1 (fr) Nouveaux dérivés de pyridine et procédé de préparation d&#39;un composé intermédiaire pour la fabrication d&#39;herbicides de suflonylurée l&#39;utilisant
EP2611776A2 (fr) Procédé de production d&#39;un composé intermédiaire pour la synthèse d&#39;un médicament
AU2020360000B2 (en) N-(1H-imidazol-2-yl)benzamide compound and pharmaceutical composition comprising the same as active ingredient
EP2560955A2 (fr) Nouveaux dérivés de benzamide
WO2019066467A1 (fr) Nouveau procédé de préparation d&#39;un composé de (2r)-2-(2-méthoxyphényl)-2-(oxane-4-yloxy)éthane-1-ol, et intermédiaire utilisé à cet effet
EP2621915A2 (fr) Nouveau procédé de préparation de dérivés de benzoimidazole
EP3224257A1 (fr) Nouveau procédé de préparation d&#39;un composé de thiénopyrimidine et intermédiaires utilisés dans ce procédé
WO2022220612A1 (fr) Procédé de préparation d&#39;intermédiaire pour la synthèse d&#39;un agoniste du récepteur de la sphingosine-1-phosphate
WO2014098410A1 (fr) Procédé de préparation de monohydrate de bosentan, nouvel intermédiaire utilisé, et son procédé de préparation
WO2020060213A1 (fr) Procédé de production d&#39;un dérivé de 4-méthoxy pyrrole
WO2014112688A1 (fr) Procédé de production catalytique d&#39;amine exempte de groupe substituant sur l&#39;azote, et utilisation de l&#39;amine obtenue
WO2021080380A1 (fr) Procédé de préparation d&#39;aryl-2-tétrazol-2-yl-cétone à sélectivité améliorée
WO2015053576A1 (fr) Procédé pour la préparation de 3-alkylthio-2-bromopyridine
WO2017090991A1 (fr) Procédé de purification de dérivé de benzopyrane, forme cristalline correspondante et procédé de préparation de la forme cristalline
WO2023277658A1 (fr) Procédé de préparation d&#39;un intermédiaire pour la synthèse d&#39;un inhibiteur de la xanthine oxydase
WO2021020788A2 (fr) Procédé de synthèse de dérivé 2-((6- (hydroxyméthyl)chromène-5-yl)oxy)-1-phényléthanone
WO2015137680A1 (fr) Composition pharmaceutique de traitement ou de prévention d&#39;un accident vasculaire cérébral et de l&#39;embolie systémique
WO2018128387A1 (fr) Procédé de production d&#39;un composé d&#39;uracile 3-aryle
WO2018038297A1 (fr) Nouveau sel de (r)- (1-méthylpyrrolidin-3-yl) méthyl (3&#39;-chloro -4&#39;-fluoro- [1,1&#39;-biphényl]-2-yl) carbamate et forme cristalline de celui-ci
WO2021172955A1 (fr) Intermédiaire utile pour la synthèse d&#39;un inhibiteur de sglt et procédé de préparation d&#39;un inhibiteur de sglt l&#39;utilisant
WO2014088129A1 (fr) Nouveau composé hétérocyclique

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 13817079

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 13817079

Country of ref document: EP

Kind code of ref document: A1