KR20190007048A - 직접 스즈키 커플링에 의한 6-아릴-4-아미노피콜리네이트 및 2-아릴-6-아미노피리미딘-4-카르복실레이트의 합성 - Google Patents
직접 스즈키 커플링에 의한 6-아릴-4-아미노피콜리네이트 및 2-아릴-6-아미노피리미딘-4-카르복실레이트의 합성 Download PDFInfo
- Publication number
- KR20190007048A KR20190007048A KR1020187036364A KR20187036364A KR20190007048A KR 20190007048 A KR20190007048 A KR 20190007048A KR 1020187036364 A KR1020187036364 A KR 1020187036364A KR 20187036364 A KR20187036364 A KR 20187036364A KR 20190007048 A KR20190007048 A KR 20190007048A
- Authority
- KR
- South Korea
- Prior art keywords
- catalyst
- alkyl
- aryl
- suzuki coupling
- alkoxy
- 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.)
- Abandoned
Links
- 0 *C(c1nc(Cl)c(*)c(*)c1*)=O Chemical compound *C(c1nc(Cl)c(*)c(*)c1*)=O 0.000 description 4
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic 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
- C07D401/02—Heterocyclic 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
- C07D401/04—Heterocyclic 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
-
- B01J35/0046—
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/30—Catalysts, in general, characterised by their form or physical properties characterised by their physical properties
- B01J35/391—Physical properties of the active metal ingredient
-
- 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
- C07D213/90—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 more than three double bonds between ring members or between ring members and non-ring members
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic 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
- C07D239/28—Heterocyclic 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic 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
- C07D239/28—Heterocyclic 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
- C07D239/32—One oxygen, sulfur or nitrogen atom
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/40—Substitution 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
- B01J2231/42—Catalytic cross-coupling, i.e. connection of previously not connected C-atoms or C- and X-atoms without rearrangement
- B01J2231/4205—C-C cross-coupling, e.g. metal catalyzed or Friedel-Crafts type
- B01J2231/4211—Suzuki-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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/80—Complexes comprising metals of Group VIII as the central metal
- B01J2531/82—Metals of the platinum group
- B01J2531/824—Palladium
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/04—Catalysts 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)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201662338562P | 2016-05-19 | 2016-05-19 | |
| US62/338,562 | 2016-05-19 | ||
| US201662416811P | 2016-11-03 | 2016-11-03 | |
| US62/416,811 | 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 |
|---|---|
| KR20190007048A true KR20190007048A (ko) | 2019-01-21 |
Family
ID=60326419
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020187036364A Abandoned KR20190007048A (ko) | 2016-05-19 | 2017-05-19 | 직접 스즈키 커플링에 의한 6-아릴-4-아미노피콜리네이트 및 2-아릴-6-아미노피리미딘-4-카르복실레이트의 합성 |
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)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109415319A (zh) * | 2016-05-19 | 2019-03-01 | 美国陶氏益农公司 | 通过直接苏楚基偶联合成芳基羧酸酯 |
| US11401242B2 (en) * | 2018-09-19 | 2022-08-02 | 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 |
| CN115279737A (zh) * | 2020-03-18 | 2022-11-01 | 科迪华农业科技有限责任公司 | 4-氨基-6-(杂环)吡啶甲酸酯的改进合成 |
| BR112022018513A2 (pt) | 2020-03-18 | 2022-11-01 | Corteva Agriscience Llc | Síntese melhorada de 6-aril-4-aminopicolinatos |
| WO2021231196A1 (en) * | 2020-05-11 | 2021-11-18 | 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 |
Family Cites Families (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| JP4332589B2 (ja) * | 2006-01-13 | 2009-09-16 | ダウ アグロサイエンシィズ エルエルシー | ２−（多置換アリール）−６−アミノ−５−ハロ−４−ピリミジンカルボン酸および除草剤としてのそれらの使用 |
| ES2401348T3 (es) * | 2007-08-13 | 2013-04-18 | Dow Agrosciences, Llc | 2-(Fenil 2-fluoro-substituido)-6-amino-5-cloro-4-pirimidinacarboxilatos y su uso como herbicidas |
| 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 |
| BR122016003312B8 (pt) * | 2007-10-02 | 2022-06-28 | Dow Agrosciences Llc | Ácidos 2-substituído-6-amino-5-alquil, alquenil ou alquinil-4-pirimidinacarboxílicos e ácidos 6-substituído-4-amino-3-alquil, alquenil ou alquinil picolínicos, composição herbicida que os compreende e método de controlar vegetação indesejável |
| 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 |
| 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） |
| TWI547482B (zh) | 2011-01-25 | 2016-09-01 | 陶氏農業科學公司 | 增加可回收之3-氯-4,5,6-三氟-2-氰吡啶之量的改良方法 |
| 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 |
| MX336729B (es) * | 2011-01-25 | 2016-01-28 | Dow Agrosciences Llc | Acidos 6-amino-2-sustituido-5-vinilsililpirimidin-4-carboxilicos y esteres y acidos 4-amino-6-sustituido-3-vinilsililpiridin-picoli nicos y esteres como herbicidas. |
| PL2736897T3 (pl) * | 2011-07-27 | 2016-04-29 | Bayer Ip Gmbh | Podstawione kwasy pikolinowe i kwasy pirymidyno-4-karboksylowe, sposób ich otrzymywania i ich zastosowanie jako herbicydy i regulatory wzrostu roślin |
| MX356476B (es) * | 2011-12-30 | 2018-05-30 | Dow Agrosciences Llc | Métodos para aislar 4-cloro-2-fluor-3-fenil boronatos sustituidos y métodos para su uso. |
| NZ627192A (en) | 2011-12-30 | 2015-09-25 | Dow Agrosciences Llc | Methods of producing methyl 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylate |
| 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 |
| PL2967057T3 (pl) * | 2013-03-15 | 2019-05-31 | Dow Agrosciences Llc | Nowe karboksylany 4-aminopirydyny i 6-aminopirymidyny jako herbicydy |
| RU2672584C2 (ru) | 2013-03-15 | 2018-11-16 | ДАУ АГРОСАЙЕНСИЗ ЭлЭлСи | 4-амино-6-(гетероциклил)пиколинаты и 6-амино-2-(гетероциклил)пиримидин-4-карбоксилаты и их применение в качестве гербицидов |
| 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 |
| 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 |
| 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 |
| CN109415319A (zh) * | 2016-05-19 | 2019-03-01 | 美国陶氏益农公司 | 通过直接苏楚基偶联合成芳基羧酸酯 |
-
2017
- 2017-05-19 CN CN201780042463.6A patent/CN109415319A/zh active Pending
- 2017-05-19 AU AU2017268424A patent/AU2017268424B2/en not_active Ceased
- 2017-05-19 CA CA3023935A patent/CA3023935A1/en active Pending
- 2017-05-19 US US15/599,716 patent/US10087164B2/en active Active
- 2017-05-19 JP JP2018560490A patent/JP7113762B2/ja active Active
- 2017-05-19 KR KR1020187036364A patent/KR20190007048A/ko not_active Abandoned
- 2017-05-19 BR BR112018073348A patent/BR112018073348B8/pt active IP Right Grant
- 2017-05-19 EP EP17800225.9A patent/EP3458442B1/en active Active
- 2017-05-19 MX MX2018014174A patent/MX2018014174A/es unknown
- 2017-05-19 RU RU2018144344A patent/RU2018144344A/ru unknown
- 2017-05-19 WO PCT/US2017/033489 patent/WO2017201377A1/en not_active Ceased
-
2018
- 2018-07-26 US US16/045,901 patent/US10570114B2/en active Active
- 2018-07-26 US US16/045,896 patent/US10544121B2/en active Active
- 2018-11-18 IL IL263075A patent/IL263075A/en unknown
-
2021
- 2021-05-20 AU AU2021203233A patent/AU2021203233A1/en not_active Abandoned
-
2022
- 2022-07-26 JP JP2022118930A patent/JP2022141912A/ja not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| AU2017268424B2 (en) | 2021-07-15 |
| AU2021203233A1 (en) | 2021-06-10 |
| US10544121B2 (en) | 2020-01-28 |
| JP7113762B2 (ja) | 2022-08-05 |
| BR112018073348B8 (pt) | 2023-05-16 |
| IL263075A (en) | 2018-12-31 |
| NZ747932A (en) | 2022-03-25 |
| US20180334445A1 (en) | 2018-11-22 |
| US10570114B2 (en) | 2020-02-25 |
| CA3023935A1 (en) | 2017-11-23 |
| AU2017268424A1 (en) | 2018-11-22 |
| EP3458442A1 (en) | 2019-03-27 |
| EP3458442A4 (en) | 2020-04-22 |
| EP3458442B1 (en) | 2022-12-28 |
| US20170334878A1 (en) | 2017-11-23 |
| WO2017201377A1 (en) | 2017-11-23 |
| RU2018144344A3 (enExample) | 2021-02-18 |
| MX2018014174A (es) | 2019-03-14 |
| JP2022141912A (ja) | 2022-09-29 |
| JP2019516708A (ja) | 2019-06-20 |
| BR112018073348B1 (pt) | 2023-01-24 |
| US10087164B2 (en) | 2018-10-02 |
| CN109415319A (zh) | 2019-03-01 |
| RU2018144344A (ru) | 2020-06-19 |
| BR112018073348A2 (pt) | 2019-03-06 |
| US20180334444A1 (en) | 2018-11-22 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR20190007048A (ko) | 직접 스즈키 커플링에 의한 6-아릴-4-아미노피콜리네이트 및 2-아릴-6-아미노피리미딘-4-카르복실레이트의 합성 | |
| US10000508B2 (en) | Crystalline dimethyl 3-(benzyloxy)-1-(2,2-dimethoxyethyl)-4-oxo-1,4-dihydropyridine-2,5-dicarboxylate | |
| EP2412709B1 (en) | Process for producing pyrone and pyridone derivatives | |
| EP3209653B1 (en) | Process for the preparation of (r,s)-nicotine | |
| EP3294725B1 (en) | Process for preparing 4-amino-pyridazines | |
| KR20180011050A (ko) | 스즈키 커플링 후 팔라듐 촉매의 회수 및/또는 재사용 | |
| US20020052507A1 (en) | Process for making 3-amino-2-chloro-4-methylpyridine | |
| CN114096516A (zh) | 溴甲亚胺化合物的制备方法 | |
| TW201817716A (zh) | 以直接鈴木偶合反應合成６－芳基－４－胺基吡啶甲酸酯和２－芳基－６－胺基嘧啶－４－羧酸酯 | |
| KR20160086725A (ko) | 우수한 안정성을 가지는 아조메틴 일라이드 제조방법 및 다성분 [5+2] 고리화 첨가반응을 통한 1,4-다이아제핀 유도체 제조방법 | |
| EP2650283B1 (en) | Process for producing substituted methylamine compound and triazine derivative | |
| NZ747932B2 (en) | Synthesis of 6-aryl-4-aminopicolinates and 2-aryl-6-aminopyrimidine-4-carboxylates by direct suzuki coupling | |
| WO2021188639A1 (en) | Improved synthesis of 4-amino-6-(heterocyclic)picolinates | |
| AU2017378044B2 (en) | Method of preparing benzyl 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl)picolinate | |
| EL-MOBAYAD et al. | STUDIES ON THE CONDENSATION PRODUCTS OF 1, 3-DIARYL-2-PROPEN-1-ONE WITH ETHYL CYANOACETATE | |
| KR20150032537A (ko) | 2,2-디플루오로에틸아민의 알킬화에 의한 2,2-디플루오로에틸아민 유도체의 제조 방법 | |
| AU2015311011A1 (en) | A process for the preparation of 3-phenyl/heteroaryl-6-phenoxy-8-alkylamino-imidazo(1,2-b)pyridazine derivatives |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PA0105 | International application |
St.27 status event code: A-0-1-A10-A15-nap-PA0105 |
|
| PG1501 | Laying open of application |
St.27 status event code: A-1-1-Q10-Q12-nap-PG1501 |
|
| A201 | Request for examination | ||
| E13-X000 | Pre-grant limitation requested |
St.27 status event code: A-2-3-E10-E13-lim-X000 |
|
| P11-X000 | Amendment of application requested |
St.27 status event code: A-2-2-P10-P11-nap-X000 |
|
| P13-X000 | Application amended |
St.27 status event code: A-2-2-P10-P13-nap-X000 |
|
| PA0201 | Request for examination |
St.27 status event code: A-1-2-D10-D11-exm-PA0201 |
|
| PN2301 | Change of applicant |
St.27 status event code: A-3-3-R10-R13-asn-PN2301 St.27 status event code: A-3-3-R10-R11-asn-PN2301 |
|
| E902 | Notification of reason for refusal | ||
| PE0902 | Notice of grounds for rejection |
St.27 status event code: A-1-2-D10-D21-exm-PE0902 |
|
| T11-X000 | Administrative time limit extension requested |
St.27 status event code: U-3-3-T10-T11-oth-X000 |
|
| T11-X000 | Administrative time limit extension requested |
St.27 status event code: U-3-3-T10-T11-oth-X000 |
|
| E13-X000 | Pre-grant limitation requested |
St.27 status event code: A-2-3-E10-E13-lim-X000 |
|
| P11-X000 | Amendment of application requested |
St.27 status event code: A-2-2-P10-P11-nap-X000 |
|
| P13-X000 | Application amended |
St.27 status event code: A-2-2-P10-P13-nap-X000 |
|
| E701 | Decision to grant or registration of patent right | ||
| PE0701 | Decision of registration |
St.27 status event code: A-1-2-D10-D22-exm-PE0701 |
|
| PC1904 | Unpaid initial registration fee |
St.27 status event code: A-2-2-U10-U14-oth-PC1904 St.27 status event code: N-2-6-B10-B12-nap-PC1904 |
|
| P22-X000 | Classification modified |
St.27 status event code: A-2-2-P10-P22-nap-X000 |