WO2013179300A3 - A process for the preparation of vildagliptin and its intermediate thereof - Google Patents

A process for the preparation of vildagliptin and its intermediate thereof Download PDF

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Publication number
WO2013179300A3
WO2013179300A3 PCT/IN2013/000296 IN2013000296W WO2013179300A3 WO 2013179300 A3 WO2013179300 A3 WO 2013179300A3 IN 2013000296 W IN2013000296 W IN 2013000296W WO 2013179300 A3 WO2013179300 A3 WO 2013179300A3
Authority
WO
WIPO (PCT)
Prior art keywords
vildagliptin
preparation
cyanopyrrolidine
chloroacetyl
adamantanol
Prior art date
Application number
PCT/IN2013/000296
Other languages
French (fr)
Other versions
WO2013179300A2 (en
Inventor
Vijayavitthal MATHAD VIJAYAVITTHAL THIPPANNACHAR
Nilesh PATIL NILESH SUDHIR
Pavankumar SOLANKI PAVANKUMAR VRAJLAL
Sharad IPPAR SHARAD SUBHASH
Mahendra BODAKE MAHENDRA BHAGIRATH
Rajesh TALLA RAJESH
Anil MALI ANIL CHATURLAL
Original Assignee
Megafine Pharma (P) 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 Megafine Pharma (P) Ltd. filed Critical Megafine Pharma (P) Ltd.
Publication of WO2013179300A2 publication Critical patent/WO2013179300A2/en
Publication of WO2013179300A3 publication Critical patent/WO2013179300A3/en

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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
    • C07D207/04—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 no double bonds between ring members or between ring members and non-ring members
    • C07D207/10—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 no double bonds between ring members or between ring members and non-ring members 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
    • C07D207/16—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

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

Abstract

A process for preparation of vildagliptin is discussed wherein 3-amino-1- adamantanol is reacted with 1-chloroacetyl(S)-2-cyanopyrrolidine in solvent and base to obtain vildagliptin. This invention also relates to a process for preparation of 1-chloroacetyl(S)-2-cyanopyrrolidine, a vildagliptin intermediate is provided. Further, the present invention also provides a co- precipitate of amorphous form of vildagliptin along with pharmaceutically acceptable excipients.
PCT/IN2013/000296 2012-05-04 2013-05-03 A process for the preparation of vildagliptin and its intermediate thereof WO2013179300A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IN1383/MUM/2012 2012-05-04
IN1383MU2012 IN2012MU01383A (en) 2012-05-04 2013-05-03

Publications (2)

Publication Number Publication Date
WO2013179300A2 WO2013179300A2 (en) 2013-12-05
WO2013179300A3 true WO2013179300A3 (en) 2014-08-28

Family

ID=49213010

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IN2013/000296 WO2013179300A2 (en) 2012-05-04 2013-05-03 A process for the preparation of vildagliptin and its intermediate thereof

Country Status (2)

Country Link
IN (1) IN2012MU01383A (en)
WO (1) WO2013179300A2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106699627A (en) * 2016-12-29 2017-05-24 青岛黄海制药有限责任公司 Method for preparing 1-(2-chloracetyl)-2-(S)-cyano pyrrolidine through multiphase compound non-continuous production process

Families Citing this family (19)

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Publication number Priority date Publication date Assignee Title
WO2015092806A1 (en) * 2013-12-18 2015-06-25 Harman Finochem Limited An advanced and cost-effective process for preparing highly pure vildagliptin
CN103724248B (en) * 2014-01-16 2018-07-27 万全万特制药江苏有限公司 The preparation method of vildagliptin process contaminants
CN103804267B (en) * 2014-02-21 2016-06-08 张家港威胜生物医药有限公司 A kind of synthesis technique of vildagliptin
CN103896819B (en) * 2014-03-25 2016-02-24 宁波美诺华药业股份有限公司 A kind of preparation method of (S)-1-chloracetyl tetramethyleneimine-2-methane amide
WO2015145467A1 (en) * 2014-03-28 2015-10-01 Laurus Labs Private Limited An improved process for preparing vildagliptin
CN103992257B (en) * 2014-05-16 2016-03-30 苏州天马精细化学品股份有限公司 A kind of purification process of Vildagliptin crude product
CN104016895A (en) * 2014-06-24 2014-09-03 万特制药(海南)有限公司 Preparation method of vildagliptin oxidization impurities
CN105439873A (en) * 2014-08-20 2016-03-30 天津药物研究院 3-hydroxy-1-amantadine preparation method
CN104311467B (en) * 2014-09-11 2017-07-21 上海医药集团青岛国风药业股份有限公司 Pipe reaction continuously prepares the method and device of vildagliptin
CN104262227B (en) * 2014-09-16 2018-09-18 东北制药集团股份有限公司 A method of preparing (S) -1- (2- chloracetyls) pyrrolidines -2- formonitrile HCNs
CN104945299B (en) * 2015-05-28 2017-03-15 烟台万润药业有限公司 A kind of high-efficiency synthesis method of vildagliptin
CN105037234B (en) * 2015-07-30 2017-10-24 上海医药集团青岛国风药业股份有限公司 A kind of preparation method of vildagliptin degradation impurity
CN105085360A (en) * 2015-09-10 2015-11-25 南京理工大学 Preparation method of high-purity vildagliptin
CN105193752B (en) * 2015-10-27 2018-03-30 石家庄康贺威药业有限公司 A kind of vildagliptin tablet and preparation method thereof
CN106117104B (en) * 2016-06-17 2018-11-20 东北制药集团股份有限公司 A kind of preparation method of vildagliptin
CN107325010A (en) * 2017-08-14 2017-11-07 四川众邦制药有限公司 The safe preparation method and device of a kind of adamantanol
CN110117122B (en) * 2019-06-17 2022-03-01 卢玉献 Hydroxypropyl methyl production wastewater treatment method
WO2021116897A1 (en) * 2019-12-10 2021-06-17 Optimus Drugs (P) Ltd Process for the preparation of vildagliptin
WO2022003405A1 (en) 2020-07-03 2022-01-06 Savoi Guilherme One-pot process to obtain a pyrrolidine-2-carbonitrile intermediate compound and industrial scale telescopic process to prepare (2s)-1-[n-(3-hydroxyadamantan-1-yl)glycyl]-2-pyrrolidinecarbonitrile (vildagliptin) using same

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WO2000034241A1 (en) * 1998-12-10 2000-06-15 Novartis Ag N-substituted 2-cyanopyrrolidines
WO2004092127A1 (en) * 2003-04-16 2004-10-28 Novartis Ag Process for the preparation of n-substituted 2-cyanopyrrolidines
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GT200600008A (en) 2005-01-18 2006-08-09 FORMULATION OF DIRECT COMPRESSION AND PROCESS

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WO2000034241A1 (en) * 1998-12-10 2000-06-15 Novartis Ag N-substituted 2-cyanopyrrolidines
WO2004092127A1 (en) * 2003-04-16 2004-10-28 Novartis Ag Process for the preparation of n-substituted 2-cyanopyrrolidines
US20080167479A1 (en) * 2007-01-10 2008-07-10 Medichem, S.A. Process for preparing vildagliptin
WO2009068531A2 (en) * 2007-11-30 2009-06-04 Novartis Ag Organic compounds
WO2010022690A2 (en) * 2008-08-26 2010-03-04 Zentiva, K.S. A method of preparation of highly pure vildagliptin
WO2011101861A1 (en) * 2010-01-29 2011-08-25 Msn Laboratories Limited Process for preparation of dpp-iv inhibitors

Non-Patent Citations (2)

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Title
E. VILLHAUER ET AL.: "1-[[(3-Hydroxy-1-adamantyl)amino]acetyl]-2-cyano-(S)-pyrrolidine: A Potent, Selective, and Orally Bioavailable Dipeptidyl Peptidase IV Inhibitor with Antihyperglycemic Properties", J. MED. CHEM., vol. 46, no. 13, 24 May 2003 (2003-05-24), pages 2774 - 2789, XP002714152, ISSN: 0022-2623 *
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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106699627A (en) * 2016-12-29 2017-05-24 青岛黄海制药有限责任公司 Method for preparing 1-(2-chloracetyl)-2-(S)-cyano pyrrolidine through multiphase compound non-continuous production process

Also Published As

Publication number Publication date
WO2013179300A2 (en) 2013-12-05
IN2012MU01383A (en) 2014-02-28

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