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WO2010095144A3 - Process for preparation of proton pump inhibitors - Google Patents

Process for preparation of proton pump inhibitors Download PDF

Info

Publication number
WO2010095144A3
WO2010095144A3 PCT/IN2010/000064 IN2010000064W WO2010095144A3 WO 2010095144 A3 WO2010095144 A3 WO 2010095144A3 IN 2010000064 W IN2010000064 W IN 2010000064W WO 2010095144 A3 WO2010095144 A3 WO 2010095144A3
Authority
WO
WIPO (PCT)
Prior art keywords
preparation
proton pump
pump inhibitors
protected
methyl
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/IN2010/000064
Other languages
French (fr)
Other versions
WO2010095144A2 (en
Inventor
Manne Satyanarayana Reddy
Sajja Eswaraiah
Mummadi Venkatesh
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.)
MSN Laboratories Pvt Ltd
Original Assignee
MSN Laboratories Pvt 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 MSN Laboratories Pvt Ltd filed Critical MSN Laboratories Pvt Ltd
Publication of WO2010095144A2 publication Critical patent/WO2010095144A2/en
Publication of WO2010095144A3 publication Critical patent/WO2010095144A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links

Landscapes

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

Abstract

An improved process for the preparation of proton pump inhibitors, such as 2-[(R)-[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]sulfinyl]-1H-benzimidazole and pharmaceutically acceptable salts thereof is disclosed. The process involves protecting lansoprazole sulphide with D (+)-camphor sulphonyl chloride, followed by stereo selective oxidation using meta-chloroperbenzoic acid to obtain the camphor sulphonyl protected sulfoxide derivative, and stereo dexlansoprazole with high enantiomeric excess is prepared through deprotection of the camphor sulphonyl protected sulfoxide derivative.
PCT/IN2010/000064 2009-02-04 2010-02-04 Process for the preparation of proton pump inhibitors Ceased WO2010095144A2 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
IN243CH2009 2009-02-04
IN243/CHE/2009 2009-02-04
IN2339CH2009 2009-09-29
IN2339/CHE/2009 2009-09-29

Publications (2)

Publication Number Publication Date
WO2010095144A2 WO2010095144A2 (en) 2010-08-26
WO2010095144A3 true WO2010095144A3 (en) 2010-11-04

Family

ID=42634282

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IN2010/000064 Ceased WO2010095144A2 (en) 2009-02-04 2010-02-04 Process for the preparation of proton pump inhibitors

Country Status (1)

Country Link
WO (1) WO2010095144A2 (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012104805A1 (en) 2011-02-01 2012-08-09 Ranbaxy Laboratories Limited Process for the preparation of dexlansoprazole
US20140357870A1 (en) * 2011-06-21 2014-12-04 Ranbaxy Laboratories Limited Process for the preparation of dexlansoprazole
CN102659763B (en) * 2012-04-27 2014-01-22 南京优科生物医药研究有限公司 Method for synthesizing and purifying dexlansoprazole
WO2013179194A1 (en) 2012-05-31 2013-12-05 Ranbaxy Laboratories Limited Process for the preparation of crystalline dexlansoprazole
CN113582973B (en) * 2021-09-28 2022-05-10 丽珠医药集团股份有限公司 A kind of preparation method of thioether
CN114853678A (en) * 2022-03-31 2022-08-05 山东科源制药股份有限公司 A kind of synthetic method of lansoprazole crude drug intermediate H-benzimidazole

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005116011A1 (en) * 2004-05-28 2005-12-08 Hetero Drugs Limited A novel stereoselective synthesis of benzimidazole sulfoxides
US6982275B2 (en) * 2000-04-28 2006-01-03 Takeda Pharmaceutical Company Limited Process for producing optically active sulfoxide derivative
US7285668B2 (en) * 2000-12-01 2007-10-23 Takeda Pharmaceutical Company Limited Process for the crystallization of (R)- or (S)-lansoprazole
WO2007138468A2 (en) * 2006-06-01 2007-12-06 Wockhardt Ltd Processes for the preparation of lansoprazole
WO2009088857A1 (en) * 2007-12-31 2009-07-16 Takeda Pharmaceutical Company Limited Crystalline solvated forms of (r) -2- [ [ [3-methyl-4- (2, 2, 2-trifluoroethoxy) -2-pyridinyl] methyl] sulfinyl] -1h-benz imidazole
WO2009117489A1 (en) * 2008-03-18 2009-09-24 Dr. Reddy's Laboratories Ltd. Dexlansoprazole process and polymorphs

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6982275B2 (en) * 2000-04-28 2006-01-03 Takeda Pharmaceutical Company Limited Process for producing optically active sulfoxide derivative
US7285668B2 (en) * 2000-12-01 2007-10-23 Takeda Pharmaceutical Company Limited Process for the crystallization of (R)- or (S)-lansoprazole
WO2005116011A1 (en) * 2004-05-28 2005-12-08 Hetero Drugs Limited A novel stereoselective synthesis of benzimidazole sulfoxides
WO2007138468A2 (en) * 2006-06-01 2007-12-06 Wockhardt Ltd Processes for the preparation of lansoprazole
WO2009088857A1 (en) * 2007-12-31 2009-07-16 Takeda Pharmaceutical Company Limited Crystalline solvated forms of (r) -2- [ [ [3-methyl-4- (2, 2, 2-trifluoroethoxy) -2-pyridinyl] methyl] sulfinyl] -1h-benz imidazole
WO2009117489A1 (en) * 2008-03-18 2009-09-24 Dr. Reddy's Laboratories Ltd. Dexlansoprazole process and polymorphs

Also Published As

Publication number Publication date
WO2010095144A2 (en) 2010-08-26

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