AR029564A1 - Proceso para la preparacion de amidas de octanoilo sustituido - Google Patents
Proceso para la preparacion de amidas de octanoilo sustituidoInfo
- Publication number
- AR029564A1 AR029564A1 ARP010103194A ARP010103194A AR029564A1 AR 029564 A1 AR029564 A1 AR 029564A1 AR P010103194 A ARP010103194 A AR P010103194A AR P010103194 A ARP010103194 A AR P010103194A AR 029564 A1 AR029564 A1 AR 029564A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- alkoxy
- amidas
- preparation
- alkanoylamido
- Prior art date
Links
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 25
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- 125000006577 C1-C6 hydroxyalkyl group Chemical group 0.000 abstract 2
- 125000004103 aminoalkyl group Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 abstract 1
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 1
- 125000006652 (C3-C12) cycloalkyl group Chemical group 0.000 abstract 1
- 125000006719 (C6-C10) aryl (C1-C6) alkyl group Chemical group 0.000 abstract 1
- 125000000041 C6-C10 aryl group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- IVRMZWNICZWHMI-UHFFFAOYSA-N azide group Chemical group [N-]=[N+]=[N-] IVRMZWNICZWHMI-UHFFFAOYSA-N 0.000 abstract 1
- 150000001540 azides Chemical class 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 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
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 150000002596 lactones Chemical group 0.000 abstract 1
- 238000007273 lactonization reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D207/33—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C247/00—Compounds containing azido groups
- C07C247/02—Compounds containing azido groups with azido groups bound to acyclic carbon atoms of a carbon skeleton
- C07C247/12—Compounds containing azido groups with azido groups bound to acyclic carbon atoms of a carbon skeleton being further substituted by carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/30—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing six-membered aromatic rings
- C07C57/42—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing six-membered aromatic rings having unsaturation outside the rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
- C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/73—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
- C07C69/734—Ethers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/38—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
- C07D307/32—Oxygen atoms
- C07D307/33—Oxygen atoms in position 2, the oxygen atom being in its keto or unsubstituted enol form
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Furan Compounds (AREA)
- Epoxy Compounds (AREA)
Abstract
Compuesto de formula 2 donde R1 y R2 son, independientemente uno de otro, H, C1-6 alquilo, C1-6 halogenoalquilo, C1-6 alcoxi, C1-6 alcoxi-C1-6 alquilo o C1-6 alcoxi-C1-6 alquiloxi, R3 es C1-6 alquilo, R4 es C1-6 alquilo, y R5 es C1-6 alquilo, C1-6 hidroxialquilo, C1-6 alcoxi-C1-6 alquilo, C1-6 alcanoiloxi-C1-6 alquilo, C1-6 aminoalquilo, C1-6 alquilamino-C1-6-alquilo, C1-6-dialquilamino-C1-6-alquilo, C1-6 alcanoilamido-C1-6-alquilo, OH(O)C-C1-6-alquilo, C1-6 alquilo-O-(O)C-C1-6 alquilo, H2N-C(O)ûC1-6 alquilo, C1-6 alquilo-NH-C(O)-C1-6 alquilo o (C1-6 alquilo)2N-C(O)-C1-6-alquilo, R6 es hidrogeno, C1-20 alquilo o C3-12 cicloalquilo, C3-12 cicloalquilo-C1-6 alquilo, C6-10 arilo o C6-10-arilo-C1-6 alquilo, son simultáneamente halogenados en la posicion 5 e hidroxilados en la posicion 4 con lactonizacion, la halolactona se convierte en una hidroxilactona y entonces el grupo de hidroxi se convierte en un grupo saliente, el grupo saliente se reemplaza con azida, la lactona es amidada y la azida se convierte en un grupo amina, para obtener así compuestos de la formula 1 donde R5 es C1-6 alquilo, C1-6 hidroxialquilo, C1-6 alcoxi-C1-6 alquilo, C1-6 alcanoiloxi-C1-6 alquilo, C1-6 aminoalquilo, C1-6 alquilamino-C1-6 alquilo, C1-6 dialquilamino-C1-6-alquilo, C1-6 alcanoilamido-C1-6-alquilo, HO(O)C1-6-alquilo, C1-6 alquilo-O-(O)C-C1-6 alquilo, H2N-C(O)ûC1-6 alquilo, C1-6 alquilo-NH-C(O)-C1-6 alquilo o (C1-6 alquilo)2N-C(O)-C1-6-alquilo.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH13292000 | 2000-07-05 | ||
| CH24502000 | 2000-12-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR029564A1 true AR029564A1 (es) | 2003-07-02 |
Family
ID=25738979
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP010103194A AR029564A1 (es) | 2000-07-05 | 2001-07-04 | Proceso para la preparacion de amidas de octanoilo sustituido |
Country Status (23)
| Country | Link |
|---|---|
| US (1) | US6730798B2 (es) |
| EP (1) | EP1296935B1 (es) |
| JP (1) | JP4900755B2 (es) |
| KR (1) | KR100690471B1 (es) |
| CN (1) | CN100482636C (es) |
| AR (1) | AR029564A1 (es) |
| AT (1) | ATE426592T1 (es) |
| AU (2) | AU7376301A (es) |
| BR (1) | BR0112362B1 (es) |
| CA (1) | CA2414847C (es) |
| CY (1) | CY1109110T1 (es) |
| DE (1) | DE60138099D1 (es) |
| DK (1) | DK1296935T3 (es) |
| ES (1) | ES2322547T3 (es) |
| HU (1) | HU228526B1 (es) |
| IL (4) | IL153717A0 (es) |
| MX (1) | MXPA02012628A (es) |
| NO (1) | NO328105B1 (es) |
| NZ (1) | NZ523088A (es) |
| PL (1) | PL212898B1 (es) |
| PT (1) | PT1296935E (es) |
| TW (1) | TWI289551B (es) |
| WO (1) | WO2002002508A1 (es) |
Families Citing this family (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003103653A1 (en) * | 2002-06-11 | 2003-12-18 | Elan Pharmaceuticals, Inc. | Methods of treating alzheimer's disease using aryl alkanoic acid amides |
| GB0419361D0 (en) | 2004-08-31 | 2004-10-06 | Novartis Ag | Organic compounds |
| GB0511686D0 (en) | 2005-06-08 | 2005-07-13 | Novartis Ag | Organic compounds |
| PT1904469E (pt) * | 2005-07-11 | 2012-01-06 | Novartis Ag | Novos derivados de pirocatequina |
| GB0519764D0 (en) | 2005-09-28 | 2005-11-09 | Novartis Ag | Organic compounds |
| GB2431645A (en) * | 2005-10-25 | 2007-05-02 | Novartis Ag | Alternative synthesis of aryl-octanoyl amide compounds |
| GB2431649A (en) * | 2005-10-25 | 2007-05-02 | Novartis Ag | Alternative synthesis of aryl-octanoyl amide compounds |
| DE102005052195A1 (de) | 2005-10-28 | 2007-05-03 | Reuter Chemischer Apparatebau Kg | Verfahren zur Herstellung von chiralen Octensäurederivaten |
| GB0605688D0 (en) | 2006-03-21 | 2006-05-03 | Novartis Ag | Organic compounds |
| JP2010508370A (ja) * | 2006-11-07 | 2010-03-18 | ノバルティス アーゲー | ヘミフマル酸アリスキレンの結晶形 |
| JP2010509254A (ja) * | 2006-11-09 | 2010-03-25 | ノバルティス アーゲー | アリスキレンとオロチン酸の塩 |
| EP1958666A1 (en) | 2007-02-13 | 2008-08-20 | Speedel Experimenta AG | Heterocyclic-substituted alkanamides as therapeutic compounds |
| DE102007049039A1 (de) | 2007-10-11 | 2009-04-16 | Reuter Chemischer Apparatebau Kg | Verfahren zur Herstellung von 8-Hydrazino-8-Aryl-Octanoylderivaten und deren Verwendung |
| US20120029083A1 (en) * | 2007-11-13 | 2012-02-02 | Teva Pharmaceutical Industries, Ltd. | Polymorphic forms of aliskiren hemifumarate and process for preparation thereof |
| EP2062874B1 (en) | 2007-11-20 | 2014-12-17 | KRKA, tovarna zdravil, d.d., Novo mesto | Process and intermediates for the preparation of aliskiren |
| CN102036948A (zh) * | 2008-05-23 | 2011-04-27 | 特瓦制药工业有限公司 | 阿利吉仑单富马酸盐及其制备方法 |
| SI2189442T1 (sl) | 2008-11-20 | 2015-03-31 | Krka, Tovarna Zdravil, D.D., Novo Mesto | Postopek in intermediati za pripravo aliskirena |
| US8148576B2 (en) * | 2009-02-05 | 2012-04-03 | Teva Pharmaceutical Industries Ltd. | Solid state forms of aliskiren compounds |
| EA201190091A1 (ru) | 2009-02-05 | 2012-01-30 | Крка, Товарна Здравил, Д. Д., Ново Место | Активируемый влагой способ грануляции |
| WO2011028919A2 (en) | 2009-09-03 | 2011-03-10 | Teva Pharmaceutical Industries Ltd. | Solid forms of aliskiren hemifumarate and processes for preparation thereof |
| WO2011051853A1 (en) | 2009-10-29 | 2011-05-05 | CarboDesign LLC | Manufacturing process for preparing enaniomerically pure 8- aryloctanoic acid derivatives such as aliskiren |
| US20110113995A1 (en) * | 2009-11-13 | 2011-05-19 | Lindsay Corporation | Method and apparatus for planting and irrigation |
| WO2011148392A1 (en) * | 2010-05-28 | 2011-12-01 | Msn Laboratories Limited | Process for the preparation of (2s,4s,5s,7s)-n-(2-carbamyl-2- methylpropyl)-5-amino-4-hydroxy-2,7-diisopropyl-8-[4-methoxy-3-(3- methoxypropoxy)phenyl]-octanamide hemifumarate and its intermediates thereof |
| SI2630118T1 (sl) | 2010-10-19 | 2015-03-31 | Mylan Laboratories Limited | Sinteza aliskirena |
| ITMI20110893A1 (it) * | 2011-05-19 | 2012-11-20 | Chemelectiva S R L | Processi ed intermedi per la sintesi di aliskiren |
| EP2551260A1 (en) | 2011-07-28 | 2013-01-30 | Chemo Ibérica, S.A. | Chemical process for opening ring compounds |
| US8703976B2 (en) | 2011-10-02 | 2014-04-22 | Milan Soukup | Manufacturing process for 8-aryloctanoic acids such as Aliskiren |
| WO2013118138A1 (en) | 2011-12-13 | 2013-08-15 | Laboratories Ltd Mylan | Novel process for the preparation of renin inhibitors |
| EP2814806B1 (en) | 2012-02-17 | 2016-05-25 | Mylan Laboratories Ltd. | An improved process for the preparation of aliskiren |
| WO2013124868A2 (en) | 2012-02-21 | 2013-08-29 | Mylan Laboratories Limited | Solid form of aliskiren intermediate |
| WO2013144979A1 (en) | 2012-03-28 | 2013-10-03 | Maylan Laboratories Ltd | Process for the preparation of aliskiren |
| WO2013171767A1 (en) | 2012-05-18 | 2013-11-21 | Mylan Laboratories Limited | An improved process for the preparation of aliskiren |
| CN106220528B (zh) * | 2014-02-28 | 2018-05-08 | 华润双鹤药业股份有限公司 | 阿利吉仑的4-位差向异构体、其制备方法及用途 |
| CN106146339B (zh) * | 2015-04-23 | 2018-02-23 | 华润双鹤药业股份有限公司 | 阿利吉仑的5‑位差向异构体、其制备方法及用途 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4492799A (en) * | 1979-07-02 | 1985-01-08 | Union Carbide Corporation | Halo-4-alkenoic acids and their use as pesticidal intermediates |
| FR2666757B1 (fr) * | 1990-09-14 | 1992-12-18 | Usinor Sacilor | Virole pour cylindre de coulee continue des metaux, notamment de l'acier, entre cylindres ou sur un cylindre. |
| US5659065A (en) | 1994-04-18 | 1997-08-19 | Novartis Corporation | Alpha-aminoalkanoic acids and reduction products |
| US5606078A (en) * | 1994-04-18 | 1997-02-25 | Ciba-Geigy Corporation | 3,5-Disubstituted tetrahydrofuran-2-ones |
| MY119161A (en) * | 1994-04-18 | 2005-04-30 | Novartis Ag | Delta-amino-gamma-hydroxy-omega-aryl-alkanoic acid amides with enzyme especially renin inhibiting activities |
| EP0773844B1 (de) * | 1994-07-18 | 1998-12-09 | Siemens Aktiengesellschaft | Giesswalzen-verschleissschutzschicht |
| WO1998052706A1 (de) * | 1997-05-23 | 1998-11-26 | Voest-Alpine Industrieanlagenbau Gmbh | Giesswalze für eine dünnband-stranggiessanlage |
| AU5518500A (en) * | 1999-07-29 | 2001-02-19 | Speedel Pharma Ag | 2-alkyl-5-halogen-pent-4-ene carboxylic acids and their production |
-
2001
- 2001-06-26 AU AU7376301A patent/AU7376301A/xx active Pending
- 2001-06-26 IL IL15371701A patent/IL153717A0/xx unknown
- 2001-06-26 ES ES01940047T patent/ES2322547T3/es not_active Expired - Lifetime
- 2001-06-26 BR BRPI0112362-9B1A patent/BR0112362B1/pt not_active IP Right Cessation
- 2001-06-26 CA CA002414847A patent/CA2414847C/en not_active Expired - Fee Related
- 2001-06-26 PT PT01940047T patent/PT1296935E/pt unknown
- 2001-06-26 DK DK01940047T patent/DK1296935T3/da active
- 2001-06-26 PL PL358887A patent/PL212898B1/pl unknown
- 2001-06-26 MX MXPA02012628A patent/MXPA02012628A/es active IP Right Grant
- 2001-06-26 AU AU2001273763A patent/AU2001273763B2/en not_active Ceased
- 2001-06-26 WO PCT/CH2001/000399 patent/WO2002002508A1/en not_active Ceased
- 2001-06-26 EP EP01940047A patent/EP1296935B1/en not_active Expired - Lifetime
- 2001-06-26 JP JP2002507765A patent/JP4900755B2/ja not_active Expired - Lifetime
- 2001-06-26 AT AT01940047T patent/ATE426592T1/de active
- 2001-06-26 CN CNB018122817A patent/CN100482636C/zh not_active Expired - Lifetime
- 2001-06-26 HU HU0301463A patent/HU228526B1/hu not_active IP Right Cessation
- 2001-06-26 KR KR1020027017207A patent/KR100690471B1/ko not_active Expired - Fee Related
- 2001-06-26 US US10/312,987 patent/US6730798B2/en not_active Expired - Lifetime
- 2001-06-26 NZ NZ523088A patent/NZ523088A/en not_active IP Right Cessation
- 2001-06-26 DE DE60138099T patent/DE60138099D1/de not_active Expired - Lifetime
- 2001-06-29 TW TW090115929A patent/TWI289551B/zh not_active IP Right Cessation
- 2001-07-04 AR ARP010103194A patent/AR029564A1/es active IP Right Grant
-
2002
- 2002-12-27 IL IL153717A patent/IL153717A/en not_active IP Right Cessation
-
2003
- 2003-01-02 NO NO20030012A patent/NO328105B1/no not_active IP Right Cessation
-
2007
- 2007-11-29 IL IL187795A patent/IL187795A/en not_active IP Right Cessation
- 2007-11-29 IL IL187796A patent/IL187796A/en not_active IP Right Cessation
-
2009
- 2009-05-28 CY CY20091100571T patent/CY1109110T1/el unknown
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| FG | Grant, registration |