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WO2012131710A3 - Novel process for the synthesis of indoline derivatives - Google Patents

Novel process for the synthesis of indoline derivatives Download PDF

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Publication number
WO2012131710A3
WO2012131710A3 PCT/IN2012/000201 IN2012000201W WO2012131710A3 WO 2012131710 A3 WO2012131710 A3 WO 2012131710A3 IN 2012000201 W IN2012000201 W IN 2012000201W WO 2012131710 A3 WO2012131710 A3 WO 2012131710A3
Authority
WO
WIPO (PCT)
Prior art keywords
synthesis
novel process
indoline derivatives
indoline
derivatives
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/IN2012/000201
Other languages
French (fr)
Other versions
WO2012131710A2 (en
Inventor
Rajesh Jain
Jagadeeshwar R RAO
Siripragada Mahender Rao
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Panacea Biotec Ltd
Original Assignee
Panacea Biotec Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Panacea Biotec Ltd filed Critical Panacea Biotec Ltd
Priority claimed from IN888DE2011 external-priority patent/IN2011DE00888A/en
Publication of WO2012131710A2 publication Critical patent/WO2012131710A2/en
Publication of WO2012131710A3 publication Critical patent/WO2012131710A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/08Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Indole Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The present invention provides a process for the synthesis of indoline intermidiate useful in the synthesis of α-1 adrenoceptor blockers such as silodosin. Indoline intermediate has following formula: (where R is hydroxy or protecting group) and is preferably a tartrate salt.
PCT/IN2012/000201 2011-03-30 2012-03-27 Novel process for the synthesis of indoline derivatives Ceased WO2012131710A2 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
IN888/DEL/2011 2011-03-30
IN3289DE2011 2011-11-18
IN3289/DEL/2011 2011-11-18
IN888DE2011 IN2011DE00888A (en) 2011-03-30 2012-03-27

Publications (2)

Publication Number Publication Date
WO2012131710A2 WO2012131710A2 (en) 2012-10-04
WO2012131710A3 true WO2012131710A3 (en) 2013-03-14

Family

ID=46125485

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IN2012/000201 Ceased WO2012131710A2 (en) 2011-03-30 2012-03-27 Novel process for the synthesis of indoline derivatives

Country Status (1)

Country Link
WO (1) WO2012131710A2 (en)

Families Citing this family (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IN2014KN01030A (en) 2011-10-21 2015-10-09 Sandoz Ag
EP2984070B1 (en) 2013-04-09 2018-01-17 Mankind Pharma Ltd. N-haloalkylindoline intermediates, their process and use in preparation of silodosin and its derivatives
CN104230782A (en) * 2013-06-09 2014-12-24 昆明积大制药股份有限公司 Synthetic method of silodosin
WO2015015512A2 (en) * 2013-07-29 2015-02-05 Ind-Swift Laboratories Limited Process for the preparation of silodosin and its gamma form
CN104744336B (en) * 2013-12-26 2017-07-14 安徽省庆云医药股份有限公司 A kind of Silodosin intermediate and preparation method thereof, and the method for preparing with the intermediate silodosin
KR20150098565A (en) * 2014-02-20 2015-08-28 한미정밀화학주식회사 Novel intermediate used for the preparation of silodosin, method for preparing same, and method for preparing silodosin using same
KR101725393B1 (en) * 2014-07-24 2017-04-27 주식회사 경보제약 Manufacturing method for Silodosin and new intermediate thereof
WO2016042441A1 (en) 2014-09-18 2016-03-24 Mankind Research Centre A novel process for the preparation of considerably pure silodosin
US9356405B1 (en) * 2015-03-05 2016-05-31 Sony Corporation Connector tongue element for an electrical connector plug receptacle and a method for producing the same
KR101686087B1 (en) * 2015-03-09 2016-12-15 제이투에이치바이오텍 (주) Process for Production of Optically Active Indoline Derivatives or Salts Thereof
KR20160109736A (en) 2015-03-13 2016-09-21 주식회사 한서켐 Process for preparing intermediate of silodosin
ES2607639B1 (en) * 2015-09-30 2018-02-28 Urquima, S.A Maleic acid salt of a silodosin intermediate
CN106928118B (en) * 2017-04-11 2022-08-23 常州瑞明药业有限公司 Method for preparing silodosin intermediate
CN107056675B (en) * 2017-05-10 2019-09-03 浙江天宇药业股份有限公司 A kind of synthetic method of silodosin and its intermediate
CN108047116B (en) * 2017-12-28 2021-08-13 常州瑞明药业有限公司 Preparation method of R-5-(2-aminopropyl)-1-(3-hydroxypropyl)-7-nitrile indoline
KR102163068B1 (en) * 2018-07-04 2020-10-07 주식회사 가피바이오 The manufacturing method of intermediate for synthesis of silodosin and the manufacturing method of silodosin

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2001199956A (en) * 2000-01-14 2001-07-24 Kissei Pharmaceut Co Ltd Method for producing optically active indoline derivative and intermediate for producing the derivative
EP1415666A1 (en) * 2001-07-13 2004-05-06 Kissei Pharmaceutical Co., Ltd. Medicinal compositions for opthalmic use
EP1806340A1 (en) * 2004-10-27 2007-07-11 Kissei Pharmaceutical Co., Ltd. Indoline compound and process for producing the same
CN101993406A (en) * 2009-08-27 2011-03-30 浙江华海药业股份有限公司 Indoline compound with optical activity and preparation method thereof
CN101993407A (en) * 2009-08-27 2011-03-30 浙江华海药业股份有限公司 Indoline compound for preparing silodosin and preparation method thereof
WO2011124704A1 (en) * 2010-04-09 2011-10-13 Ratiopharm Gmbh Process for preparing an intermediate for silodosin

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE69319551T2 (en) 1992-12-02 1998-10-29 Kissei Pharmaceutical Indoline compounds used to treat dysurias
JP4921646B2 (en) 2001-03-08 2012-04-25 キッセイ薬品工業株式会社 1- (3-Benzyloxypropyl) -5- (2-substituted propyl) indoline derivatives and methods of use thereof
JP2006188470A (en) 2005-01-07 2006-07-20 Kissei Pharmaceut Co Ltd Indoline derivative and method for producing the same

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2001199956A (en) * 2000-01-14 2001-07-24 Kissei Pharmaceut Co Ltd Method for producing optically active indoline derivative and intermediate for producing the derivative
EP1415666A1 (en) * 2001-07-13 2004-05-06 Kissei Pharmaceutical Co., Ltd. Medicinal compositions for opthalmic use
EP1806340A1 (en) * 2004-10-27 2007-07-11 Kissei Pharmaceutical Co., Ltd. Indoline compound and process for producing the same
CN101993406A (en) * 2009-08-27 2011-03-30 浙江华海药业股份有限公司 Indoline compound with optical activity and preparation method thereof
CN101993407A (en) * 2009-08-27 2011-03-30 浙江华海药业股份有限公司 Indoline compound for preparing silodosin and preparation method thereof
WO2011124704A1 (en) * 2010-04-09 2011-10-13 Ratiopharm Gmbh Process for preparing an intermediate for silodosin

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
JERRY MARCH ED - MARCH J: "Advanced Organic Chemistry, Passage", 1 January 1977, ADVANCED ORGANIC CHEMISTRY : REACTIONS, MECHANISMS, AND STRUCTURE; [MCGRAW-HILL SERIES IN ADVANCED CHEMISTRY], MCGRAW-HILL, NEW YORK [U.A.], PAGE(S) 1116 - 1127, ISBN: 978-0-07-085540-3, XP002644343 *

Also Published As

Publication number Publication date
WO2012131710A2 (en) 2012-10-04

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