ATE555095T1 - Verfahren zur herstellung von 3-hydroxy-n-alkyl-1-cycloalkyl-6-alkyl-4-oxo-1, -dihydropyridin-2- carbonsäureamid und damit verwandten analoga - Google Patents
Verfahren zur herstellung von 3-hydroxy-n-alkyl-1-cycloalkyl-6-alkyl-4-oxo-1, -dihydropyridin-2- carbonsäureamid und damit verwandten analogaInfo
- Publication number
- ATE555095T1 ATE555095T1 AT05810777T AT05810777T ATE555095T1 AT E555095 T1 ATE555095 T1 AT E555095T1 AT 05810777 T AT05810777 T AT 05810777T AT 05810777 T AT05810777 T AT 05810777T AT E555095 T1 ATE555095 T1 AT E555095T1
- Authority
- AT
- Austria
- Prior art keywords
- formula
- alkyl
- compound
- dihydropyridine
- oxo
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 5
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 abstract 2
- 230000015572 biosynthetic process Effects 0.000 abstract 2
- 239000003153 chemical reaction reagent Substances 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical group ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 abstract 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 2
- 125000003158 alcohol group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- QQVDYSUDFZZPSU-UHFFFAOYSA-M chloromethylidene(dimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)=CCl QQVDYSUDFZZPSU-UHFFFAOYSA-M 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 229910000000 metal hydroxide Inorganic materials 0.000 abstract 1
- 150000004692 metal hydroxides Chemical class 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 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
- C07D213/81—Amides; Imides
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyridine Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA002488034A CA2488034C (en) | 2004-11-19 | 2004-11-19 | Process for the manufacture of 3-hydroxy-n-alkyl-1-cycloalkyl-6-alkyl-4-oxo-1,4-dihydropyridine-2-carboxamide and its related analogues |
| PCT/CA2005/001746 WO2006053429A1 (en) | 2004-11-19 | 2005-11-17 | Process for the manufacture of 3-hydroxy-n-alkyl-1-cycloalkyl-6-alkyl-4-oxo-1,4-dihydropyridine-2-carboxamide and its related analogues |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE555095T1 true ATE555095T1 (de) | 2012-05-15 |
Family
ID=36406138
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT05810777T ATE555095T1 (de) | 2004-11-19 | 2005-11-17 | Verfahren zur herstellung von 3-hydroxy-n-alkyl-1-cycloalkyl-6-alkyl-4-oxo-1, -dihydropyridin-2- carbonsäureamid und damit verwandten analoga |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US7893269B2 (de) |
| EP (1) | EP1824823B1 (de) |
| CN (1) | CN101094834B (de) |
| AT (1) | ATE555095T1 (de) |
| CA (1) | CA2488034C (de) |
| WO (1) | WO2006053429A1 (de) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007041855A1 (en) * | 2005-10-13 | 2007-04-19 | Waratah Pharmaceuticals, Inc. | Scyllo-inositol derivatives and their use in the treatment of diseases characterised by abnormal protein folding or aggregation or amyloid formation, deposition, accumulation or persistence |
| WO2010011814A1 (en) | 2008-07-25 | 2010-01-28 | Smithkline Beecham Corporation | Chemical compounds |
| CN102245572B (zh) | 2008-12-11 | 2015-03-25 | 盐野义制药株式会社 | 氨甲酰基吡啶酮hiv整合酶抑制剂的方法和中间体 |
| KR101733625B1 (ko) | 2008-12-11 | 2017-05-10 | 시오노기세야쿠 가부시키가이샤 | 카르바모일피리돈 ｈｉｖ 인테그라제 억제제 및 중간체의 합성 |
| TWI518084B (zh) | 2009-03-26 | 2016-01-21 | 鹽野義製藥股份有限公司 | 哌喃酮與吡啶酮衍生物之製造方法 |
| TWI582097B (zh) | 2010-03-23 | 2017-05-11 | Ｖｉｉｖ醫療保健公司 | 製備胺甲醯吡啶酮衍生物及中間體之方法 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GR78491B (de) | 1982-03-24 | 1984-09-27 | Nat Res Dev | |
| CA1317298C (en) | 1987-03-03 | 1993-05-04 | Upjohn Company (The) | Antibiotic sulfonylaminocarbonyl activated .beta.-lactams |
| GB9217099D0 (en) | 1992-08-12 | 1992-09-23 | British Tech Group | Pharmaceutical compositions |
| ES2244967T3 (es) | 1995-09-29 | 2005-12-16 | Novartis Ag | Nuevas hidroxipiridinonas. |
| GB9711093D0 (en) * | 1997-05-29 | 1997-07-23 | British Tech Group | Novel orally active iron (III) chelators |
| US6465229B2 (en) | 1998-12-02 | 2002-10-15 | E. I. Du Pont De Nemours And Company | Plant caffeoyl-coa o-methyltransferase |
| US6426418B1 (en) * | 2001-11-02 | 2002-07-30 | Apotex, Inc. | Processes for the manufacturing of 3-hydroxy-N,1,6-trialkyl-4-oxo-1,4-dihydropyridine-2-carboxamide |
| CA2379370A1 (en) | 2002-03-28 | 2003-09-28 | Apotex Inc. | Carboxylic acid derivatives of 3-hydroxy-4-oxo-1,4-dihydropyridine as iron chelators |
| NZ529657A (en) | 2003-11-20 | 2004-07-30 | Apotex Inc | Iron chelating cycloalkyl derivatives of 3-hydroxy-4-pyridinones |
-
2004
- 2004-11-19 CA CA002488034A patent/CA2488034C/en not_active Expired - Fee Related
-
2005
- 2005-11-17 US US11/667,751 patent/US7893269B2/en not_active Expired - Fee Related
- 2005-11-17 CN CN200580045616XA patent/CN101094834B/zh not_active Expired - Fee Related
- 2005-11-17 EP EP05810777A patent/EP1824823B1/de not_active Expired - Lifetime
- 2005-11-17 WO PCT/CA2005/001746 patent/WO2006053429A1/en not_active Ceased
- 2005-11-17 AT AT05810777T patent/ATE555095T1/de active
Also Published As
| Publication number | Publication date |
|---|---|
| EP1824823A4 (de) | 2009-09-23 |
| WO2006053429A1 (en) | 2006-05-26 |
| CA2488034C (en) | 2009-10-06 |
| US20080096886A1 (en) | 2008-04-24 |
| CN101094834B (zh) | 2012-03-07 |
| EP1824823A1 (de) | 2007-08-29 |
| US7893269B2 (en) | 2011-02-22 |
| CN101094834A (zh) | 2007-12-26 |
| CA2488034A1 (en) | 2006-05-19 |
| EP1824823B1 (de) | 2012-04-25 |
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