KR101946681B1 - 4-아미노-5-플루오로-3-할로-6-(치환된)피콜리네이트의 제조 방법 - Google Patents
4-아미노-5-플루오로-3-할로-6-(치환된)피콜리네이트의 제조 방법 Download PDFInfo
- Publication number
- KR101946681B1 KR101946681B1 KR1020157004099A KR20157004099A KR101946681B1 KR 101946681 B1 KR101946681 B1 KR 101946681B1 KR 1020157004099 A KR1020157004099 A KR 1020157004099A KR 20157004099 A KR20157004099 A KR 20157004099A KR 101946681 B1 KR101946681 B1 KR 101946681B1
- Authority
- KR
- South Korea
- Prior art keywords
- formula
- compound
- rti
- alkyl
- halogen
- Prior art date
- Legal status (The legal status 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 status listed.)
- Active
Links
- 0 *C(c1nc(*)c(*)c(*)c1*)=O Chemical compound *C(c1nc(*)c(*)c(*)c1*)=O 0.000 description 15
- PIBVWUSLWKKFOU-UHFFFAOYSA-N CC(C)OC(c(c(Cl)c1N)nc(-c(c(F)c2OC)ccc2Cl)c1F)=O Chemical compound CC(C)OC(c(c(Cl)c1N)nc(-c(c(F)c2OC)ccc2Cl)c1F)=O PIBVWUSLWKKFOU-UHFFFAOYSA-N 0.000 description 1
- WDBVGEMYQHJBDA-UHFFFAOYSA-N CC(C)OC(c(cc1Cl)nc(-c2ccccc2)c1Cl)=O Chemical compound CC(C)OC(c(cc1Cl)nc(-c2ccccc2)c1Cl)=O WDBVGEMYQHJBDA-UHFFFAOYSA-N 0.000 description 1
- MUCAKBKIVUFYQH-UHFFFAOYSA-N CC(C)OC(c(cc1Cl)nc(Cl)c1Cl)=O Chemical compound CC(C)OC(c(cc1Cl)nc(Cl)c1Cl)=O MUCAKBKIVUFYQH-UHFFFAOYSA-N 0.000 description 1
- YRGNDQQIUXCCAI-UHFFFAOYSA-N CC(C)OC(c(cc1F)nc(F)c1F)=O Chemical compound CC(C)OC(c(cc1F)nc(F)c1F)=O YRGNDQQIUXCCAI-UHFFFAOYSA-N 0.000 description 1
- CICGUYUXQJWNFS-UHFFFAOYSA-N CC(C)OC(c(cc1N)nc(-c(ccc(Cl)c2OC)c2F)c1F)=O Chemical compound CC(C)OC(c(cc1N)nc(-c(ccc(Cl)c2OC)c2F)c1F)=O CICGUYUXQJWNFS-UHFFFAOYSA-N 0.000 description 1
- HSTQDJJOTOVVDP-UHFFFAOYSA-N CC[F]C(c(cc1F)nc(C(CC2)CC=C2OC)c1F)=O Chemical compound CC[F]C(c(cc1F)nc(C(CC2)CC=C2OC)c1F)=O HSTQDJJOTOVVDP-UHFFFAOYSA-N 0.000 description 1
- ODRFMIJNQNBMMJ-UHFFFAOYSA-N COC(c(cc1F)nc(-c(ccc(Cl)c2OC)c2F)c1F)=O Chemical compound COC(c(cc1F)nc(-c(ccc(Cl)c2OC)c2F)c1F)=O ODRFMIJNQNBMMJ-UHFFFAOYSA-N 0.000 description 1
- ZHWBNBHTQZRIQD-UHFFFAOYSA-N COc(c(F)c(cc1)-c(nc(cc2Cl)C(Cl)=O)c2Cl)c1Cl Chemical compound COc(c(F)c(cc1)-c(nc(cc2Cl)C(Cl)=O)c2Cl)c1Cl ZHWBNBHTQZRIQD-UHFFFAOYSA-N 0.000 description 1
- ZJKFGGUEAFCZCL-UHFFFAOYSA-N COc(c(F)c(cc1)-c(nc(cc2F)C(F)=O)c2F)c1Cl Chemical compound COc(c(F)c(cc1)-c(nc(cc2F)C(F)=O)c2F)c1Cl ZJKFGGUEAFCZCL-UHFFFAOYSA-N 0.000 description 1
- DUNOXARRCNDXKD-UHFFFAOYSA-N COc(cc1)ccc1C(C1Cl)=NC(C(O)[ClH]C)=CC1Cl Chemical compound COc(cc1)ccc1C(C1Cl)=NC(C(O)[ClH]C)=CC1Cl DUNOXARRCNDXKD-UHFFFAOYSA-N 0.000 description 1
- LPLSXEQPNFWFFS-UHFFFAOYSA-N O=C(c(cc1Cl)nc(Cl)c1Cl)Cl Chemical compound O=C(c(cc1Cl)nc(Cl)c1Cl)Cl LPLSXEQPNFWFFS-UHFFFAOYSA-N 0.000 description 1
- QERMRZQVBGYSFJ-UHFFFAOYSA-N O=C(c(cc1F)nc(F)c1F)F Chemical compound O=C(c(cc1F)nc(F)c1F)F QERMRZQVBGYSFJ-UHFFFAOYSA-N 0.000 description 1
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
- C07D213/60—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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/79—Acids; Esters
- C07D213/803—Processes of preparation
-
- 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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261675235P | 2012-07-24 | 2012-07-24 | |
| US61/675,235 | 2012-07-24 | ||
| PCT/US2013/051623 WO2014018502A1 (en) | 2012-07-24 | 2013-07-23 | Process for the preparation of 4-amino-5-fluoro-3-halo-6-(substituted)picolinates |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20150036673A KR20150036673A (ko) | 2015-04-07 |
| KR101946681B1 true KR101946681B1 (ko) | 2019-02-11 |
Family
ID=48901197
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020157004099A Active KR101946681B1 (ko) | 2012-07-24 | 2013-07-23 | 4-아미노-5-플루오로-3-할로-6-(치환된)피콜리네이트의 제조 방법 |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US8871943B2 (enExample) |
| EP (1) | EP2877453B1 (enExample) |
| JP (1) | JP6046817B2 (enExample) |
| KR (1) | KR101946681B1 (enExample) |
| CN (1) | CN104640844B (enExample) |
| AR (1) | AR091856A1 (enExample) |
| AU (1) | AU2013293200B2 (enExample) |
| BR (1) | BR112015001615B8 (enExample) |
| CA (1) | CA2879530C (enExample) |
| CO (1) | CO7200265A2 (enExample) |
| IL (1) | IL236816A (enExample) |
| IN (1) | IN2015DN00821A (enExample) |
| MX (1) | MX351886B (enExample) |
| NZ (1) | NZ704103A (enExample) |
| PL (1) | PL2877453T3 (enExample) |
| RU (1) | RU2632203C2 (enExample) |
| TW (1) | TWI577663B (enExample) |
| UY (1) | UY34946A (enExample) |
| WO (1) | WO2014018502A1 (enExample) |
| ZA (1) | ZA201500701B (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR092355A1 (es) * | 2012-07-24 | 2015-04-15 | Dow Agrosciences Llc | Fluoruros de fluoropicolinoilo y procesos para su preparacion |
| US8764316B1 (en) * | 2013-05-23 | 2014-07-01 | Corning Cable Systems Llc | Fiber optic connector with vented ferrule holder |
| TW201609651A (zh) | 2013-11-12 | 2016-03-16 | 陶氏農業科學公司 | 用於氟化化合物之過程（一） |
| BR102014028164A2 (pt) * | 2013-11-12 | 2015-09-08 | Dow Agrosciences Llc | processo para fluoração de compostos |
| BR102014028162A2 (pt) | 2013-11-12 | 2015-09-08 | Dow Agrosciences Llc | processo para fluoração de compostos |
| TWI726900B (zh) | 2015-08-04 | 2021-05-11 | 美商陶氏農業科學公司 | 用於氟化化合物之過程 |
| AU2017209455A1 (en) * | 2016-01-22 | 2018-08-02 | Dow Agrosciences Llc | Process for the preparation of 4-alkoxy-3-acetoxypicolinic acids |
| RU2018144344A (ru) * | 2016-05-19 | 2020-06-19 | ДАУ АГРОСАЙЕНСИЗ ЭлЭлСи | Синтез 6-арил-4-аминопиколинатов и 2-арил-6-аминопиримидин-4-карбоксилатов прямым сочетанием сузуки |
| US10407391B2 (en) | 2016-12-13 | 2019-09-10 | Dow Agrosciences Llc | Method of preparing benzyl 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl)picolinate |
| CN113015721B (zh) | 2018-09-19 | 2025-07-25 | 科迪华农业科技有限责任公司 | 毒莠定卤素类似物的制备 |
| WO2021188639A1 (en) * | 2020-03-18 | 2021-09-23 | Corteva Agriscience Llc | Improved synthesis of 4-amino-6-(heterocyclic)picolinates |
| CN114702440B (zh) * | 2022-04-26 | 2024-06-18 | 永农生物科学有限公司 | 一种氨氯吡啶酸的制备方法及制备的氨氯吡啶酸 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2520254B2 (ja) * | 1987-04-28 | 1996-07-31 | イハラケミカル工業株式会社 | ３，４，５−トリフルオロ安息香酸誘導体およびその製造方法 |
| US4847442A (en) * | 1988-07-18 | 1989-07-11 | Allied-Signal Inc. | Process for the preparation of difluorobenzenes |
| US6297197B1 (en) | 2000-01-14 | 2001-10-02 | Dow Agrosciences Llc | 4-aminopicolinates and their use as herbicides |
| 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 |
| WO2003101926A1 (de) * | 2002-06-04 | 2003-12-11 | Clariant Gmbh | Verfahren zur herstellung von fluor enthaltenden verbindungen über fluor-halogenaustausch durch spezielle polyaminophosphazen-katalysatoren |
| UA82358C2 (uk) * | 2003-04-02 | 2008-04-10 | Дау Агросайенсиз Ллс | 6-алкіл або алкеніл-4-амінопіколінати гербіцидна композиція, спосіб боротьби з небажаною рослинністю |
| EP2060566B1 (en) | 2006-01-13 | 2016-06-08 | Dow AgroSciences LLC | Poly-substituted aryls |
| 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 |
| TWI537252B (zh) | 2011-01-25 | 2016-06-11 | 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（一） |
-
2013
- 2013-07-22 AR ARP130102597A patent/AR091856A1/es active IP Right Grant
- 2013-07-23 CA CA2879530A patent/CA2879530C/en active Active
- 2013-07-23 PL PL13742581T patent/PL2877453T3/pl unknown
- 2013-07-23 CN CN201380048518.6A patent/CN104640844B/zh active Active
- 2013-07-23 RU RU2015106019A patent/RU2632203C2/ru active
- 2013-07-23 NZ NZ704103A patent/NZ704103A/en unknown
- 2013-07-23 AU AU2013293200A patent/AU2013293200B2/en active Active
- 2013-07-23 JP JP2015524380A patent/JP6046817B2/ja active Active
- 2013-07-23 US US13/949,060 patent/US8871943B2/en active Active
- 2013-07-23 WO PCT/US2013/051623 patent/WO2014018502A1/en not_active Ceased
- 2013-07-23 KR KR1020157004099A patent/KR101946681B1/ko active Active
- 2013-07-23 UY UY0001034946A patent/UY34946A/es active IP Right Grant
- 2013-07-23 MX MX2015001141A patent/MX351886B/es active IP Right Grant
- 2013-07-23 IN IN821DEN2015 patent/IN2015DN00821A/en unknown
- 2013-07-23 TW TW102126266A patent/TWI577663B/zh active
- 2013-07-23 BR BR112015001615A patent/BR112015001615B8/pt active IP Right Grant
- 2013-07-23 EP EP13742581.5A patent/EP2877453B1/en active Active
-
2015
- 2015-01-20 IL IL236816A patent/IL236816A/en active IP Right Grant
- 2015-01-30 ZA ZA2015/00701A patent/ZA201500701B/en unknown
- 2015-02-06 CO CO15024012A patent/CO7200265A2/es unknown
Non-Patent Citations (1)
| Title |
|---|
| Electrophilic fluorination: the aminopyridine dilemma, Tetrahedron Letters 51 (2010) 79-81 |
Also Published As
| Publication number | Publication date |
|---|---|
| CN104640844B (zh) | 2016-11-09 |
| MX2015001141A (es) | 2015-09-08 |
| WO2014018502A1 (en) | 2014-01-30 |
| IN2015DN00821A (enExample) | 2015-06-12 |
| AU2013293200A1 (en) | 2015-02-19 |
| EP2877453B1 (en) | 2016-07-06 |
| NZ704103A (en) | 2016-08-26 |
| BR112015001615B1 (pt) | 2019-10-22 |
| AU2013293200B2 (en) | 2016-11-17 |
| CA2879530A1 (en) | 2014-01-30 |
| BR112015001615B8 (pt) | 2022-08-23 |
| MX351886B (es) | 2017-11-01 |
| RU2015106019A (ru) | 2016-09-10 |
| AR091856A1 (es) | 2015-03-04 |
| US8871943B2 (en) | 2014-10-28 |
| JP2015530367A (ja) | 2015-10-15 |
| JP6046817B2 (ja) | 2016-12-21 |
| KR20150036673A (ko) | 2015-04-07 |
| UY34946A (es) | 2014-02-28 |
| HK1210613A1 (en) | 2016-04-29 |
| ZA201500701B (en) | 2016-10-26 |
| EP2877453A1 (en) | 2015-06-03 |
| PL2877453T3 (pl) | 2017-08-31 |
| IL236816A (en) | 2016-11-30 |
| RU2632203C2 (ru) | 2017-10-03 |
| CN104640844A (zh) | 2015-05-20 |
| TWI577663B (zh) | 2017-04-11 |
| CO7200265A2 (es) | 2015-02-27 |
| US20140031556A1 (en) | 2014-01-30 |
| TW201406726A (zh) | 2014-02-16 |
| CA2879530C (en) | 2019-06-18 |
| BR112015001615A2 (pt) | 2017-07-04 |
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