MA27761A1 - Procede pour la preparation de 5-(haloacetyl)-8-(oxy substitue)-(1h)-quinolein-2-ones - Google Patents
Procede pour la preparation de 5-(haloacetyl)-8-(oxy substitue)-(1h)-quinolein-2-onesInfo
- Publication number
- MA27761A1 MA27761A1 MA28545A MA28545A MA27761A1 MA 27761 A1 MA27761 A1 MA 27761A1 MA 28545 A MA28545 A MA 28545A MA 28545 A MA28545 A MA 28545A MA 27761 A1 MA27761 A1 MA 27761A1
- Authority
- MA
- Morocco
- Prior art keywords
- quinolin
- acetyl
- hydroxy
- haloacetyl
- ones
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms 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
- C07D215/20—Oxygen atoms
- C07D215/24—Oxygen atoms attached in position 8
- C07D215/26—Alcohols; Ethers thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/08—Bronchodilators
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
-
- 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)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Pulmonology (AREA)
- Materials Engineering (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Quinoline Compounds (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
Abstract
La présente invention a trait à un procédé de préparation de 5-((alph)-haloacétyl)-8-substitué oxy-(1H)-quinolin-2-ones. Le procédé comprend (i) la réaction de (a) 8-hydroxy-(1H)-quinolin-2-one avec un agent d'acylation et un acide de Lewis pour former du 5-acétyl-8-hydroxy-(1H)-quinolin-2-one; ou (b) 8-hydroxy-(1H)-quinolin-2-one avec un agent d'acylation pour former du 8-acétoxy-(1H)-quinolin-2-one, et le traitement, in situ, du 8-acétoxy-(1H)-quinolin-2-one avec un acide de Lewis pour former du 5-acétyl-8-hydroxy-(1H)-quinolin-2-one; ou (c) du 8-acétoxy-(1H)-quinolin-2-one avec un acide de Lewis pour former du 5-acétyl-8-hydroxy-(1H)-quinolin-2-one ; (ii) la réaction du 5-acétyl-8-hydroxy-(1H)-quinolin-2-one préparé à l'étape (i) avec un composé ayant la formule RL en présence d'une base et d'un solvant pour former du 5-acétyl-8-substitué oxy-(1H)-quinolin-2-one, dans laquelle R est un groupe protecteur et L est un groupe partant ; et (iii) la réaction du 5-acétyl-8-substitué oxy-(1H)-quinolin-2-one avec un agent d'halogénation en présence d'un solvant pour former un 5-((alpha)-haloacétyl)-8-substitué oxy-(1H)-quinolin-2-one.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US45972403P | 2003-04-02 | 2003-04-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MA27761A1 true MA27761A1 (fr) | 2006-02-01 |
Family
ID=33131902
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MA28545A MA27761A1 (fr) | 2003-04-02 | 2005-10-11 | Procede pour la preparation de 5-(haloacetyl)-8-(oxy substitue)-(1h)-quinolein-2-ones |
Country Status (35)
| Country | Link |
|---|---|
| US (1) | US7605267B2 (fr) |
| EP (1) | EP1613599B8 (fr) |
| JP (1) | JP4726778B2 (fr) |
| KR (1) | KR101073740B1 (fr) |
| CN (1) | CN1774423A (fr) |
| AR (2) | AR043825A1 (fr) |
| AT (1) | ATE491690T1 (fr) |
| AU (1) | AU2004226212B2 (fr) |
| BR (1) | BRPI0409154B1 (fr) |
| CA (1) | CA2520990C (fr) |
| CL (1) | CL2004000706A1 (fr) |
| CO (1) | CO5700779A2 (fr) |
| CY (1) | CY1111515T1 (fr) |
| DE (1) | DE602004030553D1 (fr) |
| DK (1) | DK1613599T3 (fr) |
| EC (1) | ECSP056059A (fr) |
| ES (1) | ES2358193T3 (fr) |
| HK (1) | HK1086833A1 (fr) |
| HR (1) | HRP20110184T1 (fr) |
| IL (1) | IL171053A (fr) |
| IS (1) | IS2800B (fr) |
| MA (1) | MA27761A1 (fr) |
| MX (1) | MXPA05010616A (fr) |
| MY (1) | MY141871A (fr) |
| NO (1) | NO331980B1 (fr) |
| NZ (1) | NZ542623A (fr) |
| PE (2) | PE20050211A1 (fr) |
| PL (1) | PL1613599T3 (fr) |
| PT (1) | PT1613599E (fr) |
| RU (1) | RU2339621C2 (fr) |
| SI (1) | SI1613599T1 (fr) |
| TN (1) | TNSN05245A1 (fr) |
| TW (1) | TWI324151B (fr) |
| WO (1) | WO2004087668A1 (fr) |
| ZA (1) | ZA200507603B (fr) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0411056D0 (en) | 2004-05-18 | 2004-06-23 | Novartis Ag | Organic compounds |
| GB0413960D0 (en) * | 2004-06-22 | 2004-07-28 | Novartis Ag | Organic compounds |
| ES2396987T3 (es) | 2006-06-30 | 2013-03-01 | Novartis Ag | Derivados de quinolina y sus composiciones farmacéuticas |
| WO2013132514A2 (fr) * | 2012-03-09 | 2013-09-12 | Rao Davuluri Ramamohan | Nouveau procédé de préparation de (r)-5-[2-[(5, 6-diéthyl-2, 3-dihydro-1h-indèn-2-yl) amino]-1-hydroxyéthyl]-8-hydroxy quinoléin-2(1h)-one |
| CN102633717B (zh) * | 2012-03-30 | 2013-11-20 | 西南大学 | N-乙酰-喹啉-2(1h)酮类化合物及其制备方法和应用 |
| CN104379566B (zh) * | 2012-07-11 | 2016-08-24 | 上海威智医药科技有限公司 | 茚达特罗中间体及茚达特罗的合成方法 |
| CZ306252B6 (cs) | 2013-03-15 | 2016-10-26 | Zentiva, K.S. | Způsob přípravy 5-[(R)-2-(5,6-diethylindan-2-ylamino)-1-hydroxyethyl]-8-hydroxy-(1H)-chinolin-2-onu (indacaterolu) |
| EP3092217B1 (fr) | 2014-01-09 | 2020-06-03 | Davuluri, Ramamohan Rao | Nouveau procédé de préparation d'indacatérol ou de ses sels pharmaceutiquement acceptables |
| CN105693603B (zh) * | 2014-11-24 | 2019-11-29 | 上海医药工业研究院 | 改良的马来酸茚达特罗制备工艺 |
| WO2016161956A1 (fr) * | 2015-04-09 | 2016-10-13 | 正大天晴药业集团股份有限公司 | Procédé de préparation d'indacatérol ou du sel de celui-ci |
| CN107868045A (zh) * | 2016-09-28 | 2018-04-03 | 四川海思科制药有限公司 | 一种茚达特罗中间体的制备方法 |
| CN108264483A (zh) * | 2016-12-31 | 2018-07-10 | 天津金耀集团有限公司 | 一种马来酸茚达特罗的制备方法 |
| CN109721534B (zh) * | 2018-09-25 | 2022-05-20 | 四川海思科制药有限公司 | 一种马来酸茚达特罗中间体及其制备方法和用途 |
| CN114751857A (zh) * | 2022-04-29 | 2022-07-15 | 梯尔希（南京）药物研发有限公司 | 一种茚达特罗杂质的制备方法 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS539228B2 (fr) * | 1974-01-31 | 1978-04-04 | ||
| CA1164459A (fr) * | 1980-11-11 | 1984-03-27 | Yung-Hsiung Yang | Methode de preparation de (imidozo¬1,2-a| pyridine-2-yl)-carbostyrile ou de deries-3,4- dihydrocarbostyrile |
| JPS5896022A (ja) * | 1981-11-30 | 1983-06-07 | Otsuka Pharmaceut Co Ltd | 強心剤 |
| ES8403457A1 (es) * | 1983-01-28 | 1984-03-16 | Espanola Farma Therapeut | Procedimiento para la obtencion de un compuesto derivado de la 2-quinolinona. |
| ES8605239A1 (es) | 1985-12-04 | 1986-03-16 | Astur Pharma | Un procedimiento para la preparacion de quinolonas sustitui-das |
| GB9405019D0 (en) * | 1994-03-15 | 1994-04-27 | Smithkline Beecham Plc | Novel compounds |
| GB9913083D0 (en) * | 1999-06-04 | 1999-08-04 | Novartis Ag | Organic compounds |
| GB0029562D0 (en) * | 2000-12-04 | 2001-01-17 | Novartis Ag | Organic compounds |
| US6653323B2 (en) | 2001-11-13 | 2003-11-25 | Theravance, Inc. | Aryl aniline β2 adrenergic receptor agonists |
| TWI324150B (en) * | 2003-02-28 | 2010-05-01 | Novartis Ag | Process for preparing 5-[(r)-2-(5,6-diethyl-indan-2-ylamino)-1-hydroxy-ethyl]-8-hydroxy-(1h)-quinolin-2-one salt |
-
2004
- 2004-03-31 TW TW093108942A patent/TWI324151B/zh not_active IP Right Cessation
- 2004-03-31 PE PE2004000341A patent/PE20050211A1/es not_active Application Discontinuation
- 2004-03-31 PE PE2010000225A patent/PE20100399A1/es not_active Application Discontinuation
- 2004-04-01 NZ NZ542623A patent/NZ542623A/en not_active IP Right Cessation
- 2004-04-01 PL PL04725035T patent/PL1613599T3/pl unknown
- 2004-04-01 CL CL200400706A patent/CL2004000706A1/es unknown
- 2004-04-01 DE DE602004030553T patent/DE602004030553D1/de not_active Expired - Lifetime
- 2004-04-01 CN CNA2004800089560A patent/CN1774423A/zh active Pending
- 2004-04-01 EP EP04725035A patent/EP1613599B8/fr not_active Expired - Lifetime
- 2004-04-01 BR BRPI0409154-0B1A patent/BRPI0409154B1/pt not_active IP Right Cessation
- 2004-04-01 ES ES04725035T patent/ES2358193T3/es not_active Expired - Lifetime
- 2004-04-01 AU AU2004226212A patent/AU2004226212B2/en not_active Expired
- 2004-04-01 RU RU2005133664/04A patent/RU2339621C2/ru active
- 2004-04-01 US US10/550,621 patent/US7605267B2/en active Active
- 2004-04-01 JP JP2006504953A patent/JP4726778B2/ja not_active Expired - Lifetime
- 2004-04-01 SI SI200431618T patent/SI1613599T1/sl unknown
- 2004-04-01 MX MXPA05010616A patent/MXPA05010616A/es active IP Right Grant
- 2004-04-01 MY MYPI20041213A patent/MY141871A/en unknown
- 2004-04-01 AT AT04725035T patent/ATE491690T1/de active
- 2004-04-01 AR ARP040101105A patent/AR043825A1/es not_active Application Discontinuation
- 2004-04-01 DK DK04725035.2T patent/DK1613599T3/da active
- 2004-04-01 WO PCT/EP2004/003479 patent/WO2004087668A1/fr active Application Filing
- 2004-04-01 CA CA2520990A patent/CA2520990C/fr not_active Expired - Lifetime
- 2004-04-01 PT PT04725035T patent/PT1613599E/pt unknown
-
2005
- 2005-09-20 ZA ZA200507603A patent/ZA200507603B/en unknown
- 2005-09-22 IL IL171053A patent/IL171053A/en active IP Right Grant
- 2005-09-29 EC EC2005006059A patent/ECSP056059A/es unknown
- 2005-09-30 KR KR1020057018750A patent/KR101073740B1/ko active IP Right Grant
- 2005-09-30 TN TNP2005000245A patent/TNSN05245A1/en unknown
- 2005-10-11 MA MA28545A patent/MA27761A1/fr unknown
- 2005-10-12 CO CO05104250A patent/CO5700779A2/es active IP Right Grant
- 2005-10-27 IS IS8095A patent/IS2800B/is unknown
- 2005-11-01 NO NO20055099A patent/NO331980B1/no unknown
-
2006
- 2006-06-16 HK HK06106919.9A patent/HK1086833A1/xx not_active IP Right Cessation
-
2011
- 2011-03-14 CY CY20111100284T patent/CY1111515T1/el unknown
- 2011-03-14 HR HR20110184T patent/HRP20110184T1/hr unknown
-
2016
- 2016-01-25 AR ARP160100188A patent/AR103508A2/es unknown
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