IL263075A - Synthesis of 6-aryl-4-aminopicolinates and 2-aryl-6-aminopyrimidine-4-carboxylates using a direct Suzuki reaction - Google Patents

Synthesis of 6-aryl-4-aminopicolinates and 2-aryl-6-aminopyrimidine-4-carboxylates using a direct Suzuki reaction

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Publication number
IL263075A
IL263075A IL263075A IL26307518A IL263075A IL 263075 A IL263075 A IL 263075A IL 263075 A IL263075 A IL 263075A IL 26307518 A IL26307518 A IL 26307518A IL 263075 A IL263075 A IL 263075A
Authority
IL
Israel
Prior art keywords
aryl
aminopicolinates
aminopyrimidine
carboxylates
synthesis
Prior art date
Application number
IL263075A
Other languages
English (en)
Hebrew (he)
Inventor
Oppenheimer Jossian
S Fisk Jason
Li Xiaoyong
Chakrabarti Reetam
B Leng Ronald
Muehlfeld Mark
S Bauman Robert
Tu Siyu
A Nitz Mark
D Feist Shawn
W Ringer James
Original Assignee
Dow Agrosciences Llc
Oppenheimer Jossian
S Fisk Jason
Li Xiaoyong
Chakrabarti Reetam
B Leng Ronald
Muehlfeld Mark
S Bauman Robert
Tu Siyu
A Nitz Mark
D Feist Shawn
W Ringer James
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 Dow Agrosciences Llc, Oppenheimer Jossian, S Fisk Jason, Li Xiaoyong, Chakrabarti Reetam, B Leng Ronald, Muehlfeld Mark, S Bauman Robert, Tu Siyu, A Nitz Mark, D Feist Shawn, W Ringer James filed Critical Dow Agrosciences Llc
Publication of IL263075A publication Critical patent/IL263075A/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00Catalysts, in general, characterised by their form or physical properties
    • B01J35/30Catalysts, in general, characterised by their form or physical properties characterised by their physical properties
    • B01J35/391Physical properties of the active metal ingredient
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic 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
    • C07D213/02Heterocyclic 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
    • C07D213/04Heterocyclic 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
    • C07D213/60Heterocyclic 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
    • C07D213/78Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/79Acids; Esters
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic 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
    • C07D213/90Heterocyclic 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 more than three double bonds between ring members or between ring members and non-ring members
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/32One oxygen, sulfur or nitrogen atom
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/40Substitution reactions at carbon centres, e.g. C-C or C-X, i.e. carbon-hetero atom, cross-coupling, C-H activation or ring-opening reactions
    • B01J2231/42Catalytic cross-coupling, i.e. connection of previously not connected C-atoms or C- and X-atoms without rearrangement
    • B01J2231/4205C-C cross-coupling, e.g. metal catalyzed or Friedel-Crafts type
    • B01J2231/4211Suzuki-type, i.e. RY + R'B(OR)2, in which R, R' are optionally substituted alkyl, alkenyl, aryl, acyl and Y is the leaving group
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82Metals of the platinum group
    • B01J2531/824Palladium
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/04Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing carboxylic acids or their salts

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyridine Compounds (AREA)
IL263075A 2016-05-19 2018-11-18 Synthesis of 6-aryl-4-aminopicolinates and 2-aryl-6-aminopyrimidine-4-carboxylates using a direct Suzuki reaction IL263075A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201662338562P 2016-05-19 2016-05-19
US201662416811P 2016-11-03 2016-11-03
PCT/US2017/033489 WO2017201377A1 (en) 2016-05-19 2017-05-19 Synthesis of 6-aryl-4-aminopicolinates and 2-aryl-6-aminopyrimidine-4-carboxylates by direct suzuki coupling

Publications (1)

Publication Number Publication Date
IL263075A true IL263075A (en) 2018-12-31

Family

ID=60326419

Family Applications (1)

Application Number Title Priority Date Filing Date
IL263075A IL263075A (en) 2016-05-19 2018-11-18 Synthesis of 6-aryl-4-aminopicolinates and 2-aryl-6-aminopyrimidine-4-carboxylates using a direct Suzuki reaction

Country Status (12)

Country Link
US (3) US10087164B2 (enExample)
EP (1) EP3458442B1 (enExample)
JP (2) JP7113762B2 (enExample)
KR (1) KR20190007048A (enExample)
CN (1) CN109415319A (enExample)
AU (2) AU2017268424B2 (enExample)
BR (1) BR112018073348B8 (enExample)
CA (1) CA3023935A1 (enExample)
IL (1) IL263075A (enExample)
MX (1) MX2018014174A (enExample)
RU (1) RU2018144344A (enExample)
WO (1) WO2017201377A1 (enExample)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU2017268424B2 (en) * 2016-05-19 2021-07-15 Corteva Agriscience Llc Synthesis of 6-aryl-4-aminopicolinates and 2-aryl-6-aminopyrimidine-4-carboxylates by direct suzuki coupling
EP3853205A1 (en) 2018-09-19 2021-07-28 Corteva Agriscience LLC Preparation of halogen analogs of picloram
WO2020133403A1 (zh) * 2018-12-29 2020-07-02 青岛清原化合物有限公司 取代的嘧啶芳酯衍生物及其制备方法、除草组合物和应用
BR112022018508A2 (pt) 2020-03-18 2022-10-25 Corteva Agriscience Llc Síntese melhorada de 4-amino-6-(heterocíclico)picolinatos
US20230174490A1 (en) 2020-03-18 2023-06-08 Corteva Agriscience Llc Improved synthesis of 6-aryl-4-aminopicolinates
EP4149926A1 (en) * 2020-05-11 2023-03-22 Corteva Agriscience LLC Preparation of compounds having pesticidal activity
WO2023248174A1 (en) * 2022-06-22 2023-12-28 Hetero Labs Limited An improved process for preparation of voxelotor
CN115819334B (zh) * 2022-06-28 2025-03-18 安徽众邦生物工程有限公司 一种氯氟吡啶酯的制备方法

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* Cited by examiner, † Cited by third party
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AR037228A1 (es) 2001-07-30 2004-11-03 Dow Agrosciences Llc Compuestos del acido 6-(aril o heteroaril)-4-aminopicolinico, composicion herbicida que los comprende y metodo para controlar vegetacion no deseada
WO2007082076A1 (en) * 2006-01-13 2007-07-19 Dow Agrosciences Llc 2-(poly-substituted aryl)-6-amino-5-halo-4-pyrimidinecarboxylic acids and their use as herbicides
PL2311815T3 (pl) * 2007-08-13 2013-05-31 Dow Agrosciences Llc 2-(2-fluoro-podstawiony fenyl)-6-amino-5-chloro-4-pirymidyno-karboksylany i ich zastosowanie jako herbicydów
DE602008005319D1 (de) * 2007-08-30 2011-04-14 Dow Agrosciences Llc 2-(substituierte phenyl)-6-amino-5-alkoxy-, thioalkoxy- und aminoalkyl-4-pyrimidincarboxylate und ihre verwendung als herbizide
EP2327694B1 (en) * 2007-10-02 2013-07-24 Dow AgroSciences LLC Substituted 4-amino-picolinic acids and their use as herbicides
PL2279178T3 (pl) * 2008-04-18 2015-10-30 Dow Agrosciences Llc 2-(podstawione-fenylo)-6-hydroksy- lub alkoksy-5-podstawione-4 pirymidynokarboksylany i ich zastosowanie jako herbicydów
GB0808664D0 (en) * 2008-05-13 2008-06-18 Syngenta Ltd Chemical compounds
GB0902474D0 (en) * 2009-02-13 2009-04-01 Syngenta Ltd Chemical compounds
GB0907625D0 (en) * 2009-05-01 2009-06-10 Syngenta Ltd Method of controlling undesired vegetation
AU2012209287B2 (en) * 2011-01-25 2015-09-03 Dow Agrosciences Llc 6-amino-2-substituted-5-vinylsilylpyrimidine-4-carboxylic acids and esters and 4-amino-6-substituted-3-vinylsilylpyridine-2-carboxylic acids and esters as herbicides
TWI520943B (zh) * 2011-01-25 2016-02-11 陶氏農業科學公司 用於製備4-胺基-3-氯-5-氟-6-(經取代的)吡啶甲酸酯的方法(二)
TWI592401B (zh) 2011-01-25 2017-07-21 陶氏農業科學公司 用於製備4-胺基-3-氯-5-氟-6-(經取代的)吡啶甲酸酯的方法(一)
TWI529163B (zh) * 2011-01-25 2016-04-11 陶氏農業科學公司 用於製備4-胺基-5-氟-3-鹵素-6-(經取代之)吡啶甲酸酯的方法
RU2612301C2 (ru) * 2011-07-27 2017-03-06 Байер Интеллектуэль Проперти Гмбх Замещенные пиколиновые и пиримидин-4-карбоновые кислоты, способ их получения и их применение в качестве гербицидов и регуляторов роста растений
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AR091856A1 (es) * 2012-07-24 2015-03-04 Dow Agrosciences Llc Proceso para la preparacion de 4-amino-5-fluor-3-halo-6-(substituido) picolinatos
CN102875456B (zh) * 2012-10-23 2013-12-11 西华大学 3,6-二氯-2-氨基吡啶的化学合成方法
US20140170058A1 (en) 2012-12-13 2014-06-19 Dow Agrosciences Llc Process for the removal of palladium from 4-amino-3-halo-5-fluoro-6-(aryl) pyridine-2-carboxylates and 4-amino-3-halo-6-(aryl)pyridine-2-carboxylates
US9637505B2 (en) * 2013-03-15 2017-05-02 Dow Agrosciences Llc 4-amino-6-(heterocyclic)picolinates and 6-amino-2-(heterocyclic)pyrimidine-4-carboxylates and their use as herbicides
CN105208859A (zh) * 2013-03-15 2015-12-30 美国陶氏益农公司 作为除草剂的新型的4-氨基吡啶和6-氨基嘧啶羧酸酯
US9113629B2 (en) 2013-03-15 2015-08-25 Dow Agrosciences Llc 4-amino-6-(4-substituted-phenyl)-picolinates and 6-amino-2-(4-substituted-phenyl)-pyrimidine-4-carboxylates and their use as herbicides
EP2970185B1 (en) * 2013-03-15 2023-07-12 Corteva Agriscience LLC 4-amino-6-(heterocyclic)picolinates and 6-amino-2-(heterocyclic)pyrimidine-4-carboxylates and their use as herbicides
WO2014151009A1 (en) 2013-03-15 2014-09-25 Dow Agrosciences Llc 4-amino-6-(heterocyclic)picolinates and 6-amino-2-(heterocyclic) pyrimidine-4-carboxylates and their use as herbicides
AU2017268424B2 (en) * 2016-05-19 2021-07-15 Corteva Agriscience Llc Synthesis of 6-aryl-4-aminopicolinates and 2-aryl-6-aminopyrimidine-4-carboxylates by direct suzuki coupling

Also Published As

Publication number Publication date
US20170334878A1 (en) 2017-11-23
BR112018073348B8 (pt) 2023-05-16
RU2018144344A (ru) 2020-06-19
JP2022141912A (ja) 2022-09-29
EP3458442A4 (en) 2020-04-22
BR112018073348B1 (pt) 2023-01-24
AU2021203233A1 (en) 2021-06-10
WO2017201377A1 (en) 2017-11-23
CA3023935A1 (en) 2017-11-23
RU2018144344A3 (enExample) 2021-02-18
US10544121B2 (en) 2020-01-28
MX2018014174A (es) 2019-03-14
JP7113762B2 (ja) 2022-08-05
KR20190007048A (ko) 2019-01-21
US10570114B2 (en) 2020-02-25
BR112018073348A2 (pt) 2019-03-06
NZ747932A (en) 2022-03-25
JP2019516708A (ja) 2019-06-20
AU2017268424A1 (en) 2018-11-22
EP3458442B1 (en) 2022-12-28
US20180334444A1 (en) 2018-11-22
AU2017268424B2 (en) 2021-07-15
US20180334445A1 (en) 2018-11-22
CN109415319A (zh) 2019-03-01
EP3458442A1 (en) 2019-03-27
US10087164B2 (en) 2018-10-02

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