PE20081387A1 - Proceso de preparacion del acido 1-(2-etil-butil)-ciclohexanocarboxilico - Google Patents
Proceso de preparacion del acido 1-(2-etil-butil)-ciclohexanocarboxilicoInfo
- Publication number
- PE20081387A1 PE20081387A1 PE2007001808A PE2007001808A PE20081387A1 PE 20081387 A1 PE20081387 A1 PE 20081387A1 PE 2007001808 A PE2007001808 A PE 2007001808A PE 2007001808 A PE2007001808 A PE 2007001808A PE 20081387 A1 PE20081387 A1 PE 20081387A1
- Authority
- PE
- Peru
- Prior art keywords
- lithium
- cyclohexanocarboxyl
- formula
- acid
- butyl
- Prior art date
Links
- -1 2-ETHYL-BUTYL Chemical class 0.000 title abstract 4
- 239000002253 acid Substances 0.000 title abstract 3
- 238000002360 preparation method Methods 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- 229910052744 lithium Inorganic materials 0.000 abstract 3
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 abstract 1
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 abstract 1
- 238000000605 extraction Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- NHKJPPKXDNZFBJ-UHFFFAOYSA-N phenyllithium Chemical compound [Li]C1=CC=CC=C1 NHKJPPKXDNZFBJ-UHFFFAOYSA-N 0.000 abstract 1
- 150000003335 secondary amines Chemical class 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/23—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
- C07C323/39—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton at least one of the nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom
- C07C323/40—Y being a hydrogen or a carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/02—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of thiols
- C07C319/06—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of thiols from sulfides, hydropolysulfides or polysulfides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/22—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of hydropolysulfides or polysulfides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C327/00—Thiocarboxylic acids
- C07C327/20—Esters of monothiocarboxylic acids
- C07C327/30—Esters of monothiocarboxylic acids having sulfur atoms of esterified thiocarboxyl groups bound to carbon atoms of hydrocarbon radicals substituted by nitrogen atoms, not being part of nitro or nitroso groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/80—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/353—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by isomerisation; by change of size of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/48—Separation; Purification; Stabilisation; Use of additives by liquid-liquid treatment
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C61/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C61/08—Saturated compounds having a carboxyl group bound to a six-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
SE REFIERE A UN PROCESO DE PREPARACION DEL ACIDO 1-(2-ETIL-BUTIL)-CICLOHEXANOCARBOXILICO DE FORMULA (I) QUE COMPRENDE: A) HACER REACCIONAR UN DERIVADO DE ACIDO CICLOHEXANOCARBOXILICO DE FORMULA (II) CON UN AGENTE ALQUILANTE TAL COMO 1-BROMO-2-ETILBUTANO EN PRESENCIA DE UNA AMINA SECUNDARIA TAL COMO DIETILAMINA, UN DISOLVENTE ORGANICO TAL COMO TETRAHIDROFURANO Y ALQUIL(C1-C6)-LITIO, CICLOALQUIL(C3-C6)-LITIO O FENIL-LITIO, DONDE Y ES UN METAL ALCALINO TAL COMO SODIO; B) PURIFICAR EL COMPUESTO DE FORMULA (I) POR EXTRACCION EN PRESENCIA DE UNA SOLUCION ACUOSA TAL COMO BICARBONATO SODICO, HIDROXIDO SODICO O UNA MEZCLA DE LOS MISMOS QUE TIENE UN pH ENTRE 7,5 Y 11. SE REFIERE TAMBIEN A UN PROCEDIMIENTO DE PREPARACION DE 2-METILPROPANOTIOATO DE S-[2-([[1-(2-ETILBUTIL)-CICLOHEXIL]-CARBONIL]-AMINO)FENIL]. DICHO COMPUESTO DE FORMULA (I) ES UTIL COMO COMPUESTO INTERMEDIO PARA LO OBTENCION DE COMPUESTOS ACTIVOS FARMACEUTICOS
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP06126724A EP1935867A1 (en) | 2006-12-20 | 2006-12-20 | Process for preparing 1-(2-ethyl-butyl)-cyclohexanecarboxylic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PE20081387A1 true PE20081387A1 (es) | 2008-10-17 |
Family
ID=38121659
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PE2007001808A PE20081387A1 (es) | 2006-12-20 | 2007-12-14 | Proceso de preparacion del acido 1-(2-etil-butil)-ciclohexanocarboxilico |
Country Status (16)
| Country | Link |
|---|---|
| US (2) | US20080154059A1 (es) |
| EP (2) | EP1935867A1 (es) |
| JP (1) | JP5236659B2 (es) |
| KR (2) | KR20120057660A (es) |
| CN (1) | CN101573319B (es) |
| AR (1) | AR064422A1 (es) |
| AU (1) | AU2007336349B2 (es) |
| BR (1) | BRPI0720848B1 (es) |
| CA (1) | CA2672505C (es) |
| CL (1) | CL2007003696A1 (es) |
| ES (1) | ES2392898T3 (es) |
| IL (1) | IL198971A (es) |
| MX (1) | MX2009006207A (es) |
| PE (1) | PE20081387A1 (es) |
| TW (1) | TW200833657A (es) |
| WO (1) | WO2008074677A1 (es) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2395167T3 (es) | 2007-04-25 | 2013-02-08 | F. Hoffmann-La Roche Ag | Nuevo proceso para la obtención de cloruros de ácido |
| MX2010009926A (es) * | 2008-04-04 | 2010-09-28 | Hoffmann La Roche | Nuevo proceso para la preparacion de derivados de acido ciclohexancarboxilico. |
| JP5526120B2 (ja) * | 2008-04-04 | 2014-06-18 | エフ.ホフマン−ラ ロシュ アーゲー | 対応するシクロヘキサンカルボキシアミド誘導体を経るシクロヘキサンカルボン酸誘導体の新規な製造方法 |
| EP2297081B1 (en) | 2008-06-17 | 2017-03-08 | F. Hoffmann-La Roche AG | 1-(2-ethyl-butyl)-cyclohexanecarboxylic acid ester as an intermediate in the preparation of pharmaceutically active amides |
| US20110004011A1 (en) | 2009-07-01 | 2011-01-06 | Declan Costello | Novel process |
| KR101113584B1 (ko) | 2009-09-07 | 2012-02-22 | 현대자동차주식회사 | 변속케이블의 노이즈 저감장치 |
| GB201008047D0 (en) * | 2010-05-14 | 2010-06-30 | Ge Healthcare Ltd | Method of synthesis |
| SG190025A1 (en) | 2010-11-04 | 2013-06-28 | Hoffmann La Roche | A composition comprising s-[2-([[1-(2-ethylbutyl)-cyclohexyl]-carbonyl]amino)phenyl]2-methylpropanethioate and croscarmellose sodium |
| MX2013006031A (es) | 2010-12-08 | 2013-07-15 | Hoffmann La Roche | Formulacion liposomal de dalcetrapib. |
| EP2651882B1 (en) | 2010-12-16 | 2018-11-14 | F.Hoffmann-La Roche Ag | Process for the preparation of aromatic thiol derivatives by hydrogenation of disulfides |
| MX2013008476A (es) | 2011-02-17 | 2013-08-12 | Hoffmann La Roche | Proceso para cristalizacion controlada de un ingrediente farmaceutico activo a partir del estado liquido superenfriado por extrusion de fusion en caliente. |
| CA2869525A1 (en) | 2012-04-30 | 2013-11-07 | F. Hoffmann-La Roche Ag | New formulation |
| DK2978859T3 (en) | 2013-03-27 | 2018-09-03 | Hoffmann La Roche | Genetic markers for predicting responsiveness to therapy |
| EP3524238A1 (en) | 2013-12-19 | 2019-08-14 | F. Hoffmann-La Roche AG | Cetp modulator for use in the treatment of eye disease |
| IL300472B2 (en) | 2014-07-30 | 2024-11-01 | Hoffmann La Roche | Genetic markers for predicting responsiveness to therapy with hdl-raising or hdl mimicking agent |
| CN112892485B (zh) * | 2020-12-29 | 2023-03-28 | 生态环境部土壤与农业农村生态环境监管技术中心 | 一种土壤气被动采样用吸附剂及其制备和使用方法 |
| WO2025093129A1 (en) | 2023-11-01 | 2025-05-08 | Newamsterdam Pharma B.V. | Treatment and prevention of age-related macular degeneration using a cetp inhibitor |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH641756A5 (fr) * | 1978-04-27 | 1984-03-15 | Sanofi Sa | Composes derives de l'acide cyclohexylcarboxylique, et medicaments les contenant. |
| JPH0269432A (ja) * | 1988-09-05 | 1990-03-08 | Wako Pure Chem Ind Ltd | α−分枝長鎖脂肪酸の製造法 |
| JP2894445B2 (ja) * | 1997-02-12 | 1999-05-24 | 日本たばこ産業株式会社 | Cetp活性阻害剤として有効な化合物 |
-
2006
- 2006-12-20 EP EP06126724A patent/EP1935867A1/en not_active Withdrawn
-
2007
- 2007-12-06 US US11/951,444 patent/US20080154059A1/en not_active Abandoned
- 2007-12-10 CN CN2007800478280A patent/CN101573319B/zh active Active
- 2007-12-10 KR KR1020127011363A patent/KR20120057660A/ko not_active Withdrawn
- 2007-12-10 MX MX2009006207A patent/MX2009006207A/es active IP Right Grant
- 2007-12-10 WO PCT/EP2007/063582 patent/WO2008074677A1/en not_active Ceased
- 2007-12-10 EP EP07848018A patent/EP2094636B1/en active Active
- 2007-12-10 AU AU2007336349A patent/AU2007336349B2/en active Active
- 2007-12-10 KR KR1020097012630A patent/KR101412908B1/ko active Active
- 2007-12-10 JP JP2009541970A patent/JP5236659B2/ja active Active
- 2007-12-10 ES ES07848018T patent/ES2392898T3/es active Active
- 2007-12-10 CA CA2672505A patent/CA2672505C/en active Active
- 2007-12-10 BR BRPI0720848A patent/BRPI0720848B1/pt active IP Right Grant
- 2007-12-14 PE PE2007001808A patent/PE20081387A1/es not_active Application Discontinuation
- 2007-12-18 TW TW096148522A patent/TW200833657A/zh unknown
- 2007-12-18 AR ARP070105699A patent/AR064422A1/es unknown
- 2007-12-19 CL CL200703696A patent/CL2007003696A1/es unknown
-
2009
- 2009-05-26 IL IL198971A patent/IL198971A/en active IP Right Grant
- 2009-05-29 US US12/474,328 patent/US7863474B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| ES2392898T3 (es) | 2012-12-14 |
| IL198971A0 (en) | 2010-02-17 |
| EP2094636A1 (en) | 2009-09-02 |
| AR064422A1 (es) | 2009-04-01 |
| CN101573319A (zh) | 2009-11-04 |
| BRPI0720848B1 (pt) | 2018-12-18 |
| KR20120057660A (ko) | 2012-06-05 |
| CA2672505A1 (en) | 2008-06-26 |
| CA2672505C (en) | 2015-01-27 |
| JP2010513371A (ja) | 2010-04-30 |
| US20090240080A1 (en) | 2009-09-24 |
| EP1935867A1 (en) | 2008-06-25 |
| US7863474B2 (en) | 2011-01-04 |
| EP2094636B1 (en) | 2012-10-24 |
| US20080154059A1 (en) | 2008-06-26 |
| IL198971A (en) | 2012-10-31 |
| CL2007003696A1 (es) | 2008-07-04 |
| JP5236659B2 (ja) | 2013-07-17 |
| AU2007336349A1 (en) | 2008-06-26 |
| CN101573319B (zh) | 2013-04-03 |
| AU2007336349B2 (en) | 2012-03-08 |
| KR20090083934A (ko) | 2009-08-04 |
| TW200833657A (en) | 2008-08-16 |
| BRPI0720848A2 (pt) | 2014-03-04 |
| KR101412908B1 (ko) | 2014-06-26 |
| MX2009006207A (es) | 2009-06-22 |
| WO2008074677A1 (en) | 2008-06-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA | Abandonment or withdrawal |