CA2861611C - Methods of producing methyl 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylate - Google Patents
Methods of producing methyl 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylate Download PDFInfo
- Publication number
- CA2861611C CA2861611C CA2861611A CA2861611A CA2861611C CA 2861611 C CA2861611 C CA 2861611C CA 2861611 A CA2861611 A CA 2861611A CA 2861611 A CA2861611 A CA 2861611A CA 2861611 C CA2861611 C CA 2861611C
- Authority
- CA
- Canada
- Prior art keywords
- chloro
- fluoro
- methyl
- carboxylate
- methoxyphenyl
- 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
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
-
- 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
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/025—Boronic and borinic acid compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161582166P | 2011-12-30 | 2011-12-30 | |
| US61/582,166 | 2011-12-30 | ||
| PCT/US2012/072071 WO2013102078A1 (en) | 2011-12-30 | 2012-12-28 | Methods of producing methyl 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2861611A1 CA2861611A1 (en) | 2013-07-04 |
| CA2861611C true CA2861611C (en) | 2020-04-21 |
Family
ID=48695351
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2861611A Active CA2861611C (en) | 2011-12-30 | 2012-12-28 | Methods of producing methyl 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylate |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US8754110B2 (https=) |
| EP (1) | EP2797890B1 (https=) |
| JP (1) | JP6092250B2 (https=) |
| KR (1) | KR102065543B1 (https=) |
| AR (1) | AR089628A1 (https=) |
| AU (1) | AU2012362268B2 (https=) |
| BR (1) | BR112014015962B8 (https=) |
| CA (1) | CA2861611C (https=) |
| CO (1) | CO7010843A2 (https=) |
| IL (1) | IL233412B (https=) |
| IN (1) | IN2014DN05767A (https=) |
| MX (1) | MX340947B (https=) |
| NZ (1) | NZ627192A (https=) |
| PL (1) | PL2797890T3 (https=) |
| RU (1) | RU2616621C2 (https=) |
| WO (1) | WO2013102078A1 (https=) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL2797933T3 (pl) * | 2011-12-30 | 2018-01-31 | Dow Agrosciences Llc | Sposoby wytwarzania estrów pinakolowych kwasu 4-chloro-2-fluoro-3-podstawionego-fenyloboronowego oraz sposoby ich stosowania |
| 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 |
| BR102014021960A2 (pt) | 2013-09-05 | 2015-09-15 | Univ Michigan State | métodos para a produção de arenos borilados |
| TW201625354A (zh) | 2014-06-16 | 2016-07-16 | 陶氏農業科學公司 | 用於製備氧硼基化芳烴之方法 |
| BR112017019207A2 (pt) * | 2015-05-22 | 2018-04-24 | Dow Agrosciences Llc | recuperação e/ou reutilização de catalisador de paládio após acoplamento de suzuki |
| CN105851037B (zh) * | 2016-05-17 | 2018-09-07 | 陕西上格之路生物科学有限公司 | 一种含氟氯吡啶酯的三元除草组合物 |
| US10087164B2 (en) * | 2016-05-19 | 2018-10-02 | Dow Agrosciences Llc | Synthesis of 6-aryl-4-aminopicolinates and 2-aryl-6-aminopyrimidine-4-carboxylates by direct Suzuki coupling |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7145040B2 (en) * | 2004-07-02 | 2006-12-05 | Bristol-Myers Squibb Co. | Process for the preparation of amino acids useful in the preparation of peptide receptor modulators |
| CA2626018C (en) | 2006-01-13 | 2014-05-06 | Dow Agrosciences Llc | 2-(poly-substituted aryl)-6-amino-5-halo-4-pyrimidinecarboxylic acids and their use as herbicides |
| EP2060566B1 (en) * | 2006-01-13 | 2016-06-08 | Dow AgroSciences LLC | Poly-substituted aryls |
| CA2699598C (en) * | 2007-10-02 | 2013-05-21 | Dow Agrosciences Llc | 2-substituted-6-amino-5-alkyl, alkenyl or alkynyl-4-pyrimidinecarboxylic acids and 6-substituted-4-amino-3-alkyl, alkenyl or alkynyl picolinic acids and their use as herbicides |
| UA104282C2 (ru) | 2008-01-11 | 2014-01-27 | ДАУ АГРОСАЙЕНСИЗ ЕлЕлСи | Способ селективного депротонирования и введения заместителя к 1-фтор-2-замещенным-3-хлорбензолам |
| GB0902474D0 (en) * | 2009-02-13 | 2009-04-01 | Syngenta Ltd | Chemical compounds |
| US8252938B2 (en) * | 2009-06-08 | 2012-08-28 | Dow Agrosciences, Llc. | Process for the preparation of 6-(aryl)-4-aminopicolinates |
| CN102612512A (zh) * | 2009-11-19 | 2012-07-25 | 莱西肯医药有限公司 | 取代的苯丙氨酸的制备方法 |
| PL2797933T3 (pl) * | 2011-12-30 | 2018-01-31 | Dow Agrosciences Llc | Sposoby wytwarzania estrów pinakolowych kwasu 4-chloro-2-fluoro-3-podstawionego-fenyloboronowego oraz sposoby ich stosowania |
| 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 |
-
2012
- 2012-12-28 RU RU2014131451A patent/RU2616621C2/ru active
- 2012-12-28 KR KR1020147020894A patent/KR102065543B1/ko active Active
- 2012-12-28 EP EP12862450.9A patent/EP2797890B1/en active Active
- 2012-12-28 IN IN5767DEN2014 patent/IN2014DN05767A/en unknown
- 2012-12-28 MX MX2014008019A patent/MX340947B/es active IP Right Grant
- 2012-12-28 AU AU2012362268A patent/AU2012362268B2/en active Active
- 2012-12-28 US US13/729,995 patent/US8754110B2/en active Active
- 2012-12-28 PL PL12862450T patent/PL2797890T3/pl unknown
- 2012-12-28 JP JP2014550511A patent/JP6092250B2/ja active Active
- 2012-12-28 NZ NZ627192A patent/NZ627192A/en unknown
- 2012-12-28 WO PCT/US2012/072071 patent/WO2013102078A1/en not_active Ceased
- 2012-12-28 CA CA2861611A patent/CA2861611C/en active Active
- 2012-12-28 BR BR112014015962A patent/BR112014015962B8/pt active IP Right Grant
-
2013
- 2013-01-02 AR ARP130100011A patent/AR089628A1/es active IP Right Grant
-
2014
- 2014-06-26 IL IL233412A patent/IL233412B/en active IP Right Grant
- 2014-07-18 CO CO14156063A patent/CO7010843A2/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JP6092250B2 (ja) | 2017-03-08 |
| KR102065543B1 (ko) | 2020-01-13 |
| EP2797890B1 (en) | 2016-10-05 |
| AU2012362268A1 (en) | 2014-07-31 |
| US8754110B2 (en) | 2014-06-17 |
| US20130172566A1 (en) | 2013-07-04 |
| IN2014DN05767A (https=) | 2015-04-10 |
| NZ627192A (en) | 2015-09-25 |
| PL2797890T3 (pl) | 2017-06-30 |
| AU2012362268B2 (en) | 2016-11-17 |
| CO7010843A2 (es) | 2014-07-31 |
| RU2616621C2 (ru) | 2017-04-18 |
| MX340947B (es) | 2016-08-01 |
| BR112014015962A2 (pt) | 2017-06-13 |
| AR089628A1 (es) | 2014-09-03 |
| MX2014008019A (es) | 2014-12-08 |
| CA2861611A1 (en) | 2013-07-04 |
| EP2797890A4 (en) | 2015-09-23 |
| BR112014015962B1 (pt) | 2019-12-17 |
| RU2014131451A (ru) | 2016-02-20 |
| BR112014015962B8 (pt) | 2022-10-11 |
| JP2015504059A (ja) | 2015-02-05 |
| BR112014015962A8 (pt) | 2017-07-04 |
| IL233412A0 (en) | 2014-08-31 |
| KR20140117444A (ko) | 2014-10-07 |
| IL233412B (en) | 2019-01-31 |
| WO2013102078A1 (en) | 2013-07-04 |
| EP2797890A1 (en) | 2014-11-05 |
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|---|---|---|
| CA2861611C (en) | Methods of producing methyl 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylate | |
| EP2797933B1 (en) | Methods of forming 4-chloro-2-fluoro-3-substituted-phenylboronic acid pinacol esters and methods of using the same | |
| US9376390B2 (en) | Methods of isolating (4-chloro-2-fluoro-3-substituted-phenyl)boronates and methods of using the same | |
| JP6505756B2 (ja) | 4−クロロ−2−フルオロ−3−置換−フェニルボロン酸を単離する方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request |
Effective date: 20171220 |
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| MPN | Maintenance fee for patent paid |
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| U00 | Fee paid |
Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U00-U101 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE REQUEST RECEIVED Effective date: 20241206 |
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| U11 | Full renewal or maintenance fee paid |
Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U11-U102 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE FEE PAYMENT DETERMINED COMPLIANT Effective date: 20241206 Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U11-U102 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE FEE PAYMENT PAID IN FULL Effective date: 20241206 |
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| MPN | Maintenance fee for patent paid |
Free format text: FEE DESCRIPTION TEXT: MF (PATENT, 13TH ANNIV.) - STANDARD Year of fee payment: 13 |
|
| U00 | Fee paid |
Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U00-U101 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE REQUEST RECEIVED Effective date: 20251209 |
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| U11 | Full renewal or maintenance fee paid |
Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U11-U102 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE FEE PAYMENT PAID IN FULL Effective date: 20251209 |