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WO2004085661A3 - Process to chiral beta-amino acid derivatives - Google Patents

Process to chiral beta-amino acid derivatives Download PDF

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Publication number
WO2004085661A3
WO2004085661A3 PCT/US2004/008533 US2004008533W WO2004085661A3 WO 2004085661 A3 WO2004085661 A3 WO 2004085661A3 US 2004008533 W US2004008533 W US 2004008533W WO 2004085661 A3 WO2004085661 A3 WO 2004085661A3
Authority
WO
WIPO (PCT)
Prior art keywords
amino acid
acid derivatives
chiral beta
beta
chiral
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/US2004/008533
Other languages
French (fr)
Other versions
WO2004085661A2 (en
Inventor
Spencer D Dreher
Norihiro Ikemoto
Eugenia Njolito
Nelo R Rivera
David M Tellers
Yi Xiao
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.)
Merck and Co Inc
Original Assignee
Merck and Co Inc
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 Merck and Co Inc filed Critical Merck and Co Inc
Publication of WO2004085661A2 publication Critical patent/WO2004085661A2/en
Publication of WO2004085661A3 publication Critical patent/WO2004085661A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
    • C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
    • C07D295/182—Radicals derived from carboxylic acids
    • C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/34—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems
    • 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
    • C07B2200/07—Optical isomers

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Abstract

The present invention relates to a process for the synthesis of chiral beta-amino acid derivatives and in particular to a process for the preparation of enantiomerically enriched beta-amino acid amide inhibitors of dipeptidyl peptidase-IV (DP-IV) which are useful for the treatment of Type 2 diabetes.
PCT/US2004/008533 2003-03-24 2004-03-19 Process to chiral beta-amino acid derivatives Ceased WO2004085661A2 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US45712803P 2003-03-24 2003-03-24
US60/457,128 2003-03-24
US51121003P 2003-10-15 2003-10-15
US60/511,210 2003-10-15

Publications (2)

Publication Number Publication Date
WO2004085661A2 WO2004085661A2 (en) 2004-10-07
WO2004085661A3 true WO2004085661A3 (en) 2005-03-10

Family

ID=33101279

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2004/008533 Ceased WO2004085661A2 (en) 2003-03-24 2004-03-19 Process to chiral beta-amino acid derivatives

Country Status (1)

Country Link
WO (1) WO2004085661A2 (en)

Cited By (8)

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Publication number Priority date Publication date Assignee Title
US7132443B2 (en) 2001-06-27 2006-11-07 Smithklinebeecham Corporation Fluoropyrrolidines as dipeptidyl peptidase inhibitors
US7470700B2 (en) 2003-08-13 2008-12-30 Takeda Pharmaceutical Company Limited Dipeptidyl peptidase inhibitors
US7842707B2 (en) 2004-07-23 2010-11-30 Nuada, Llc Peptidase inhibitors
CN101570538B (en) * 2008-04-29 2011-04-20 上海博康精细化工有限公司 Preparation method of sitagliptin intermediate
US8093236B2 (en) 2007-03-13 2012-01-10 Takeda Pharmaceuticals Company Limited Weekly administration of dipeptidyl peptidase inhibitors
US8324383B2 (en) 2006-09-13 2012-12-04 Takeda Pharmaceutical Company Limited Methods of making polymorphs of benzoate salt of 2-[[6-[(3R)-3-amino-1-piperidinyl]-3,4-dihydro-3-methyl-2,4-dioxo-1(2H)-pyrimidinyl]methyl]-benzonitrile
US8883714B2 (en) 2008-04-07 2014-11-11 Arena Pharmaceuticals, Inc. Pharmaceutical compositions comprising GPR119 agonists which act as peptide YY (PYY) secretagogues
US8906901B2 (en) 2005-09-14 2014-12-09 Takeda Pharmaceutical Company Limited Administration of dipeptidyl peptidase inhibitors

Families Citing this family (70)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1625122A1 (en) 2003-05-14 2006-02-15 Takeda San Diego, Inc. Dipeptidyl peptidase inhibitors
DOP2006000008A (en) 2005-01-10 2006-08-31 Arena Pharm Inc COMBINED THERAPY FOR THE TREATMENT OF DIABETES AND RELATED AFFECTIONS AND FOR THE TREATMENT OF AFFECTIONS THAT IMPROVE THROUGH AN INCREASE IN THE BLOOD CONCENTRATION OF GLP-1
EP1924567B1 (en) 2005-09-16 2012-08-22 Takeda Pharmaceutical Company Limited Process for the preparation of pyrimidinedione derivatives
US20090156465A1 (en) 2005-12-30 2009-06-18 Sattigeri Jitendra A Derivatives of beta-amino acid as dipeptidyl peptidase-iv inhibitors
WO2007112347A1 (en) 2006-03-28 2007-10-04 Takeda Pharmaceutical Company Limited Dipeptidyl peptidase inhibitors
PE20071221A1 (en) 2006-04-11 2007-12-14 Arena Pharm Inc GPR119 RECEPTOR AGONISTS IN METHODS TO INCREASE BONE MASS AND TO TREAT OSTEOPOROSIS AND OTHER CONDITIONS CHARACTERIZED BY LOW BONE MASS, AND COMBINED THERAPY RELATED TO THESE AGONISTS
TW200838536A (en) 2006-11-29 2008-10-01 Takeda Pharmaceutical Polymorphs of succinate salt of 2-[6-(3-amino-piperidin-1-yl)-3-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethy]-4-fluor-benzonitrile and methods of use therefor
GB0704652D0 (en) * 2007-03-09 2007-04-18 Syngenta Participations Ag Novel herbicides
WO2008141021A1 (en) 2007-05-08 2008-11-20 Concert Pharmaceuticals, Inc. Deuterated derivatives of tetrahydrotriazolopyrazine compounds and their use as dpp-iv inhibitors
US8334385B2 (en) 2007-11-02 2012-12-18 Glenmark Generics Limited Process for the preparation of R-sitagliptin and its pharmaceutically acceptable salts thereof
WO2009070314A2 (en) * 2007-11-26 2009-06-04 Teva Pharmaceutical Industries Ltd. Crystalline form of sitagliptin
WO2009085990A2 (en) * 2007-12-20 2009-07-09 Dr. Reddy's Laboratories Limited Processes for the preparation of sitagliptin and pharmaceutically acceptable salts thereof
CN101468988A (en) 2007-12-26 2009-07-01 上海恒瑞医药有限公司 Piperazine derivative, preparation thereof and use thereof in medicine
CN101633625B (en) * 2008-07-23 2013-02-13 江苏恒瑞医药股份有限公司 Method for preparing R-beta-aminobenzene butyric acid derivative
JP5781930B2 (en) * 2008-09-12 2015-09-24 カディラ ファーマシューティカルズ リミテッド Novel dipeptidyl peptidase (DP-IV) compounds
CN102271504B (en) 2008-12-31 2014-08-20 凯瑞斯德股份有限公司 Process and intermediates for the preparation of n-acylated-4-aryl beta-amino acid derivatives
EP2223923A1 (en) 2009-02-25 2010-09-01 Esteve Química, S.A. Process for the preparation of a chiral beta aminoacid derivative and intermediates thereof
KR20110135397A (en) 2009-03-30 2011-12-16 테바 파마슈티컬 인더스트리즈 리미티드 Solid State Forms of Cytagliptin Salts
NZ596713A (en) 2009-05-11 2014-10-31 Generics Uk Ltd Sitagliptin synthesis
CN101899048B (en) 2009-05-27 2013-04-17 上海恒瑞医药有限公司 Salt of (R)-7-[3-amino-4-(2,4,5-trifluoro-phenyl)-butyryl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine-1- carboxylic acid methyl ester
AR077642A1 (en) 2009-07-09 2011-09-14 Arena Pharm Inc METABOLISM MODULATORS AND THE TREATMENT OF DISORDERS RELATED TO THE SAME
WO2011025932A2 (en) * 2009-08-28 2011-03-03 Dr. Reddy's Laboratories Ltd. Preparation of sitagliptin and salts thereof
CN102030683B (en) * 2009-09-27 2013-07-31 浙江九洲药业股份有限公司 Sitagliptin intermediate and preparation method and application thereof
KR101222679B1 (en) 2009-10-21 2013-01-16 한미사이언스 주식회사 Method of preparing sitagliptin and intermediates used therein
WO2011060213A2 (en) * 2009-11-12 2011-05-19 Dr. Reddy's Laboratories Ltd. Preparation of sitagliptin and salts thereof
EP2547682A1 (en) 2010-03-31 2013-01-23 Teva Pharmaceutical Industries Ltd. Solid state forms of sitagliptin salts
AU2011237775A1 (en) 2010-04-06 2012-11-22 Arena Pharmaceuticals, Inc. Modulators of the GPR119 receptor and the treatment of disorders related thereto
CN102471294B (en) * 2010-04-12 2013-11-20 上海源力生物技术有限公司 Chiral cyclic β-aminoaryl butyric acid derivatives, process for their preparation and process for preparing chiral β-aminoaryl butyric acid derivatives therewith
CA2796327A1 (en) 2010-04-28 2011-11-03 Sun Pharmaceutical Industries Ltd. Process for the preparation of chiral beta-amino carboxamide derivatives
EP2576563B1 (en) 2010-06-04 2016-05-11 LEK Pharmaceuticals d.d. A NOVEL SYNTHETIC APPROACH TO ß-AMINOBUTYRYL SUBSTITUTED COMPOUNDS
EP2392575A1 (en) 2010-06-04 2011-12-07 LEK Pharmaceuticals d.d. A novel synthetic approach to ß-aminobutyryl substituted compounds
EP2397141A1 (en) 2010-06-16 2011-12-21 LEK Pharmaceuticals d.d. Process for the synthesis of beta-amino acids and derivatives thereof
WO2012025944A2 (en) 2010-08-27 2012-03-01 Usv Limited Sitagliptin, salts and polymorphs thereof
EA201390421A1 (en) 2010-09-22 2013-09-30 Арена Фармасьютикалз, Инк. GPR119 RECEPTOR MODULATORS AND TREATMENT OF RELATED DISORDERS
CN102126976B (en) * 2010-12-20 2014-04-30 博瑞生物医药技术(苏州)有限公司 Intermediates of Sitagliptin and preparation method thereof
US20140018371A1 (en) 2011-04-01 2014-01-16 Arena Pharmaceuticals, Inc. Modulators Of The GPR119 Receptor And The Treatment Of Disorders Related Thereto
EP2508506A1 (en) 2011-04-08 2012-10-10 LEK Pharmaceuticals d.d. Preparation of sitagliptin intermediates
WO2012145361A1 (en) 2011-04-19 2012-10-26 Arena Pharmaceuticals, Inc. Modulators of the gpr119 receptor and the treatment of disorders related thereto
US20140038889A1 (en) 2011-04-22 2014-02-06 Arena Pharmaceuticals, Inc. Modulators Of The GPR119 Receptor And The Treatment Of Disorders Related Thereto
WO2012145604A1 (en) 2011-04-22 2012-10-26 Arena Pharmaceuticals, Inc. Modulators of the gpr119 receptor and the treatment of disorders related thereto
EP2527320A1 (en) 2011-05-27 2012-11-28 LEK Pharmaceuticals d.d. Preparation of Sitagliptin Intermediates
WO2012170702A1 (en) 2011-06-08 2012-12-13 Arena Pharmaceuticals, Inc. Modulators of the gpr119 receptor and the treatment of disorders related thereto
CN102838603B (en) * 2011-06-24 2015-05-13 上海医药工业研究院 Preparation method of intermediate compound of sitagliptin
US20150025080A1 (en) 2011-06-29 2015-01-22 Ranbaxy Laboratories Limited Solid dispersions of sitagliptin and processes for their preparation
AU2012277403A1 (en) 2011-06-30 2014-01-30 Ranbaxy Laboratories Limited Novel salts of sitagliptin
WO2013013833A1 (en) 2011-07-27 2013-01-31 Farma Grs, D.O.O. Process for the preparation of sitagliptin and its pharmaceutically acceptable salts
WO2013055910A1 (en) 2011-10-12 2013-04-18 Arena Pharmaceuticals, Inc. Modulators of the gpr119 receptor and the treatment of disorders related thereto
WO2013065066A1 (en) 2011-11-02 2013-05-10 Cadila Healthcare Limited Processes for preparing 4-oxo-4-[3-(trifluoromethyl)-5,6- dihydro [l,2,41-triazolo[43-a]pyrazin-7(8h)-yl]-l-(2,4,5- trifluorophenyl)butan-2-amine
EP2788352A1 (en) 2011-12-08 2014-10-15 Ranbaxy Laboratories Limited Amorphous form of sitagliptin salts
EP2674432A1 (en) 2012-06-14 2013-12-18 LEK Pharmaceuticals d.d. New synthetic route for the preparation of ß aminobutyryl substituted 5,6,7,8-tetrahydro[1,4]diazolo[4,3-alpha]pyrazin-7-yl compounds
WO2014074668A1 (en) 2012-11-08 2014-05-15 Arena Pharmaceuticals, Inc. Modulators of gpr119 and the treatment of disorders related thereto
CN104418861B (en) * 2013-09-10 2017-11-10 浙江医药股份有限公司新昌制药厂 A kind of preparation method of Xi Gelieting midbody compound
CN104447374B (en) * 2013-09-17 2016-08-17 深圳翰宇药业股份有限公司 A kind of sitagliptin and the preparation method of intermediate thereof
CN104447753B (en) * 2013-09-17 2017-03-29 深圳翰宇药业股份有限公司 A kind of preparation method of sitagliptin and its intermediate
EP2886544B1 (en) 2013-12-17 2018-11-21 Sun Pharmaceutical Industries Limited Process for the preparation of crystalline sitagliptin fumarate
IN2014MU00212A (en) * 2014-01-21 2015-08-28 Cadila Healthcare Ltd
EP3102580A4 (en) * 2014-02-05 2017-07-05 Stereokem Inc. (USA) Expedient synthesis of sitagliptin
WO2015145333A1 (en) 2014-03-26 2015-10-01 Sun Pharmaceutical Industries Limited Process for the preparation of sitagliptin and its intermediate
WO2015162506A1 (en) 2014-04-21 2015-10-29 Suven Life Sciences Limited Process for the preparation of sitagliptin and novel intermediates
CN103923087B (en) * 2014-04-21 2016-08-31 南京靖龙药物研发有限公司 A kind of preparation method of deuterium-labeled sitagliptin
CN104193744A (en) * 2014-07-15 2014-12-10 上海应用技术学院 Preparation method of sitagliptin intermediate
BR112017014856A2 (en) 2015-01-08 2018-02-06 Lee Pharma Ltd innovative process for preparation of dipeptidyl peptidase-4 enzyme inhibitor (dpp-4)
KR20220070057A (en) 2015-03-09 2022-05-27 인테크린 테라퓨틱스, 아이엔씨. Methods for the treatment of nonalcoholic fatty liver disease and/or lipodystrophy
CN106478460B (en) * 2016-09-28 2018-06-12 衢州学院 A kind of synthetic method of chirality N-Boc-3- amino -4- aryl-butyric acid
EP3606527A1 (en) 2017-04-03 2020-02-12 Coherus Biosciences, Inc. Ppar-gamma agonist for treatment of progressive supranuclear palsy
WO2019186260A1 (en) * 2018-03-28 2019-10-03 Hikal Limited An improved process for the preparation of sitagliptin and pharmaceutically acceptable salts thereof
CN108863837A (en) * 2018-08-17 2018-11-23 苏利制药科技江阴有限公司 A kind of synthetic method of phosphoric acid Xi Gelieting impurity
CN111454272A (en) * 2020-06-02 2020-07-28 雅本化学股份有限公司 Intermediate of sitagliptin and synthesis method thereof
WO2023175492A1 (en) * 2022-03-14 2023-09-21 Hikal Limited Novel intermediates and its use in manufacturing of sitagliptin
CN116284004A (en) * 2023-03-29 2023-06-23 宙晟智维生命科学(上海)有限公司 A kind of continuous method for synthesizing sitagliptin phosphate intermediate

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003004498A1 (en) * 2001-07-06 2003-01-16 Merck & Co., Inc. Beta-amino tetrahydroimidazo (1, 2-a) pyrazines and tetrahydrotrioazolo (4, 3-a) pyrazines as dipeptidyl peptidase inhibitors for the treatment or prevention of diabetes

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003004498A1 (en) * 2001-07-06 2003-01-16 Merck & Co., Inc. Beta-amino tetrahydroimidazo (1, 2-a) pyrazines and tetrahydrotrioazolo (4, 3-a) pyrazines as dipeptidyl peptidase inhibitors for the treatment or prevention of diabetes

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
COHEN ET AL.: "Stereoselective synthesis of beta-aryl-beta-amino esters", TETRAHEDRON LETTERS, vol. 43, no. 11, 11 March 2002 (2002-03-11), pages 1977 - 1981, XP004339082 *

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7132443B2 (en) 2001-06-27 2006-11-07 Smithklinebeecham Corporation Fluoropyrrolidines as dipeptidyl peptidase inhibitors
US7470700B2 (en) 2003-08-13 2008-12-30 Takeda Pharmaceutical Company Limited Dipeptidyl peptidase inhibitors
US7579357B2 (en) 2003-08-13 2009-08-25 Takeda Pharmaceutical Company Limited Dipeptidyl peptidase inhibitors
US7842707B2 (en) 2004-07-23 2010-11-30 Nuada, Llc Peptidase inhibitors
US8906901B2 (en) 2005-09-14 2014-12-09 Takeda Pharmaceutical Company Limited Administration of dipeptidyl peptidase inhibitors
US8324383B2 (en) 2006-09-13 2012-12-04 Takeda Pharmaceutical Company Limited Methods of making polymorphs of benzoate salt of 2-[[6-[(3R)-3-amino-1-piperidinyl]-3,4-dihydro-3-methyl-2,4-dioxo-1(2H)-pyrimidinyl]methyl]-benzonitrile
US8093236B2 (en) 2007-03-13 2012-01-10 Takeda Pharmaceuticals Company Limited Weekly administration of dipeptidyl peptidase inhibitors
US8883714B2 (en) 2008-04-07 2014-11-11 Arena Pharmaceuticals, Inc. Pharmaceutical compositions comprising GPR119 agonists which act as peptide YY (PYY) secretagogues
CN101570538B (en) * 2008-04-29 2011-04-20 上海博康精细化工有限公司 Preparation method of sitagliptin intermediate

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