RU2014142545A - Способ получения 5-(дифторметил)пиразин-2-карбоновой кислоты и промежуточного соединения при ее получении - Google Patents
Способ получения 5-(дифторметил)пиразин-2-карбоновой кислоты и промежуточного соединения при ее получении Download PDFInfo
- Publication number
- RU2014142545A RU2014142545A RU2014142545A RU2014142545A RU2014142545A RU 2014142545 A RU2014142545 A RU 2014142545A RU 2014142545 A RU2014142545 A RU 2014142545A RU 2014142545 A RU2014142545 A RU 2014142545A RU 2014142545 A RU2014142545 A RU 2014142545A
- Authority
- RU
- Russia
- Prior art keywords
- formula
- salt
- compound represented
- carboxylic acid
- piperazine
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims abstract 23
- 238000004519 manufacturing process Methods 0.000 title claims abstract 7
- NIPZZXUFJPQHNH-UHFFFAOYSA-N pyrazine-2-carboxylic acid Chemical compound OC(=O)C1=CN=CC=N1 NIPZZXUFJPQHNH-UHFFFAOYSA-N 0.000 title 1
- 150000003839 salts Chemical class 0.000 claims abstract 28
- -1 5- (difluoromethyl) piperazine-2-carboxylic acid Chemical compound 0.000 claims abstract 10
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract 6
- 230000007062 hydrolysis Effects 0.000 claims abstract 4
- 238000006460 hydrolysis reaction Methods 0.000 claims abstract 4
- 238000000034 method Methods 0.000 claims abstract 4
- 230000002194 synthesizing effect Effects 0.000 claims abstract 4
- 150000001879 copper Chemical class 0.000 claims abstract 3
- 238000006114 decarboxylation reaction Methods 0.000 claims abstract 3
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims abstract 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 230000008878 coupling Effects 0.000 claims 1
- 238000010168 coupling process Methods 0.000 claims 1
- 238000005859 coupling reaction Methods 0.000 claims 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 0 Cc(nc1)cnc1C(*)=O Chemical compound Cc(nc1)cnc1C(*)=O 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/10—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D241/14—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D241/24—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)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261639362P | 2012-04-27 | 2012-04-27 | |
| US61/639,362 | 2012-04-27 | ||
| PCT/JP2013/062863 WO2013162065A1 (en) | 2012-04-27 | 2013-04-25 | Method for producing 5-(difluoromethyl)pyrazine-2-carboxilic acid and production intermediate thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2014142545A true RU2014142545A (ru) | 2016-06-27 |
Family
ID=49483351
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2014142545A RU2014142545A (ru) | 2012-04-27 | 2013-04-25 | Способ получения 5-(дифторметил)пиразин-2-карбоновой кислоты и промежуточного соединения при ее получении |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US9227942B2 (enExample) |
| EP (1) | EP2841423B1 (enExample) |
| JP (1) | JP6118817B2 (enExample) |
| CN (1) | CN104245680B (enExample) |
| BR (1) | BR112014026474A2 (enExample) |
| CA (1) | CA2871264A1 (enExample) |
| ES (1) | ES2615304T3 (enExample) |
| HU (1) | HUE030534T2 (enExample) |
| IL (1) | IL235161A0 (enExample) |
| IN (1) | IN2014DN08922A (enExample) |
| MX (1) | MX2014012683A (enExample) |
| RU (1) | RU2014142545A (enExample) |
| SG (1) | SG11201406589PA (enExample) |
| WO (1) | WO2013162065A1 (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI639607B (zh) | 2013-06-18 | 2018-11-01 | 美國禮來大藥廠 | Ｂａｃｅ抑制劑 |
| JP7605139B2 (ja) * | 2020-02-06 | 2024-12-24 | Ａｇｃ株式会社 | 芳香族複素環置換ジフルオロ酢酸誘導体の製造方法 |
| CN112645890B (zh) * | 2020-12-25 | 2022-08-12 | 江苏广域化学有限公司 | 2-吡嗪羧酸酯类化合物的合成方法 |
| CN117897377A (zh) * | 2021-08-11 | 2024-04-16 | Ａｇｃ株式会社 | 使用四氟乙烯进行的杂环的二氟甲基化反应 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007087129A2 (en) | 2006-01-12 | 2007-08-02 | Merck & Co., Inc. | Fluorinated arylamide derivatives |
| MY160690A (en) | 2008-01-18 | 2017-03-15 | Eisai R&D Man Co Ltd | Condensed aminodihydrothiazine derivative |
| EP2303881A2 (en) * | 2008-07-14 | 2011-04-06 | Gilead Sciences, Inc. | Fused heterocyclyc inhibitors of histone deacetylase and/or cyclin-dependent kinases |
| US8198269B2 (en) | 2008-09-30 | 2012-06-12 | Eisai R&D Management Co., Ltd. | Fused aminodihydrothiazine derivative |
| AR077277A1 (es) | 2009-07-09 | 2011-08-17 | Lilly Co Eli | Compuestos de biciclo (1,3)tiazin-2-amina formulacion farmaceutica que lo comprende y su uso para la manufactura de un medicamento util para el tratamiento de la enfermedad de alzheimer |
| GB0912777D0 (en) | 2009-07-22 | 2009-08-26 | Eisai London Res Lab Ltd | Fused aminodihydropyrimidone derivatives |
| GB0912778D0 (en) | 2009-07-22 | 2009-08-26 | Eisai London Res Lab Ltd | Fused aminodihydro-oxazine derivatives |
| JP5696355B2 (ja) * | 2009-11-18 | 2015-04-08 | セントラル硝子株式会社 | 芳香族ジフルオロメチル化合物の製造方法 |
| US8673894B2 (en) | 2010-05-07 | 2014-03-18 | Hoffmann-La Roche Inc. | 2,5,6,7-tetrahydro-[1,4]oxazepin-3-ylamine or 2,3,6,7-tetrahydro-[1,4]oxazepin-5-ylamine compounds |
| JP5679855B2 (ja) | 2011-02-14 | 2015-03-04 | 国立大学法人群馬大学 | ジフルオロメチル化ヘテロアリール化合物の製造方法 |
-
2013
- 2013-04-25 SG SG11201406589PA patent/SG11201406589PA/en unknown
- 2013-04-25 EP EP13781634.4A patent/EP2841423B1/en active Active
- 2013-04-25 HU HUE13781634A patent/HUE030534T2/hu unknown
- 2013-04-25 US US14/396,261 patent/US9227942B2/en active Active
- 2013-04-25 RU RU2014142545A patent/RU2014142545A/ru unknown
- 2013-04-25 ES ES13781634.4T patent/ES2615304T3/es active Active
- 2013-04-25 CA CA2871264A patent/CA2871264A1/en not_active Abandoned
- 2013-04-25 IN IN8922DEN2014 patent/IN2014DN08922A/en unknown
- 2013-04-25 CN CN201380021262.XA patent/CN104245680B/zh active Active
- 2013-04-25 BR BR112014026474A patent/BR112014026474A2/pt not_active Application Discontinuation
- 2013-04-25 WO PCT/JP2013/062863 patent/WO2013162065A1/en not_active Ceased
- 2013-04-25 JP JP2014547207A patent/JP6118817B2/ja not_active Expired - Fee Related
- 2013-04-25 MX MX2014012683A patent/MX2014012683A/es unknown
-
2014
- 2014-10-19 IL IL235161A patent/IL235161A0/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US20150087836A1 (en) | 2015-03-26 |
| IN2014DN08922A (enExample) | 2015-05-22 |
| MX2014012683A (es) | 2015-01-16 |
| JP6118817B2 (ja) | 2017-04-19 |
| EP2841423B1 (en) | 2016-11-30 |
| JP2015514676A (ja) | 2015-05-21 |
| US9227942B2 (en) | 2016-01-05 |
| SG11201406589PA (en) | 2014-11-27 |
| IL235161A0 (en) | 2014-12-31 |
| HUE030534T2 (hu) | 2017-05-29 |
| BR112014026474A2 (pt) | 2017-06-27 |
| EP2841423A4 (en) | 2015-09-09 |
| WO2013162065A1 (en) | 2013-10-31 |
| CN104245680B (zh) | 2016-11-23 |
| CA2871264A1 (en) | 2013-10-31 |
| CN104245680A (zh) | 2014-12-24 |
| EP2841423A1 (en) | 2015-03-04 |
| ES2615304T3 (es) | 2017-06-06 |
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