JP6917949B2 - トファシチニブの調製のための有用な中間体であるキラル3−アミノ−ピペリジンの調製のための改良された方法 - Google Patents

トファシチニブの調製のための有用な中間体であるキラル3−アミノ−ピペリジンの調製のための改良された方法 Download PDF

Info

Publication number
JP6917949B2
JP6917949B2 JP2018119595A JP2018119595A JP6917949B2 JP 6917949 B2 JP6917949 B2 JP 6917949B2 JP 2018119595 A JP2018119595 A JP 2018119595A JP 2018119595 A JP2018119595 A JP 2018119595A JP 6917949 B2 JP6917949 B2 JP 6917949B2
Authority
JP
Japan
Prior art keywords
formula
compound
salt
enantiomeric excess
vii
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.)
Active
Application number
JP2018119595A
Other languages
English (en)
Japanese (ja)
Other versions
JP2019023181A5 (enExample
JP2019023181A (ja
Inventor
アギーラ, ミレイア パスト
アギーラ, ミレイア パスト
ガジェゴス, サラ プレシアド
ガジェゴス, サラ プレシアド
エマニュエル ミセラッツィ,
エマニュエル ミセラッツィ,
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.)
Fabbrica Italiana Sintetici SpA (FIS)
Original Assignee
Fabbrica Italiana Sintetici SpA (FIS)
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 Fabbrica Italiana Sintetici SpA (FIS) filed Critical Fabbrica Italiana Sintetici SpA (FIS)
Publication of JP2019023181A publication Critical patent/JP2019023181A/ja
Publication of JP2019023181A5 publication Critical patent/JP2019023181A5/ja
Application granted granted Critical
Publication of JP6917949B2 publication Critical patent/JP6917949B2/ja
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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
    • C07D211/36Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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
    • C07D211/56Nitrogen atoms
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22Organic complexes
    • B01J31/2282Unsaturated compounds used as ligands
    • B01J31/2291Olefins
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22Organic complexes
    • B01J31/2282Unsaturated compounds used as ligands
    • B01J31/2295Cyclic compounds, e.g. cyclopentadienyls
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic 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
    • C07D487/04Ortho-condensed systems
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/60Reduction reactions, e.g. hydrogenation
    • B01J2231/64Reductions in general of organic substrates, e.g. hydride reductions or hydrogenations
    • B01J2231/641Hydrogenation of organic substrates, i.e. H2 or H-transfer hydrogenations, e.g. Fischer-Tropsch processes
    • B01J2231/645Hydrogenation of organic substrates, i.e. H2 or H-transfer hydrogenations, e.g. Fischer-Tropsch processes of C=C or C-C triple bonds
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82Metals of the platinum group
    • B01J2531/822Rhodium
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80Complexes comprising metals of Group VIII as the central metal
    • B01J2531/84Metals of the iron group
    • B01J2531/842Iron
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07Optical isomers

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Hydrogenated Pyridines (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
JP2018119595A 2017-06-29 2018-06-25 トファシチニブの調製のための有用な中間体であるキラル3−アミノ−ピペリジンの調製のための改良された方法 Active JP6917949B2 (ja)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP17178755.9 2017-06-29
EP17178755.9A EP3421455B1 (en) 2017-06-29 2017-06-29 Improved process for the preparation of chiral 3-amino-piperidins, useful intermediates for the preparation of tofacitinib

Publications (3)

Publication Number Publication Date
JP2019023181A JP2019023181A (ja) 2019-02-14
JP2019023181A5 JP2019023181A5 (enExample) 2021-05-20
JP6917949B2 true JP6917949B2 (ja) 2021-08-11

Family

ID=59258098

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2018119595A Active JP6917949B2 (ja) 2017-06-29 2018-06-25 トファシチニブの調製のための有用な中間体であるキラル3−アミノ−ピペリジンの調製のための改良された方法

Country Status (4)

Country Link
US (1) US20190002407A1 (enExample)
EP (1) EP3421455B1 (enExample)
JP (1) JP6917949B2 (enExample)
CN (1) CN109206361A (enExample)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109761884B (zh) * 2019-01-30 2020-03-31 湖北扬信医药科技有限公司 一种手性胺b的制备方法及其应用
WO2020204647A1 (en) * 2019-04-05 2020-10-08 Yuhan Corporation Processes for preparing (3r,4r)-1-benzyl-n,4-dimethylpiperidin-3-amine or a salt thereof and processes for preparing tofacitinib using the same
CN113125587B (zh) * 2019-12-30 2022-05-24 成都百裕制药股份有限公司 一种托法替尼中间体及其对映异构体的检测方法
CN113899831B (zh) * 2021-10-11 2023-08-15 湖北科益药业股份有限公司 一种枸橼酸托法替布起始物料的液相色谱检测方法

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6258979B1 (en) * 1999-11-22 2001-07-10 Henri Kagan Chiral ferrocene phosphines active in asymmetric catalysis
EP1572649A2 (en) * 2002-11-21 2005-09-14 Pfizer Products Inc. 3-amino-piperidine derivatives and processes for their preparation
CN1984877A (zh) * 2004-07-08 2007-06-20 默克公司 四取代的烯酰胺的形成及其立体选择性还原
MX2008001334A (es) * 2005-07-29 2008-03-24 Pfizer Prod Inc Derivados de pirrolo [2,3-d]pirimidina, sus intermedios y sintesis.
CL2008000017A1 (es) * 2007-01-04 2008-08-01 Prosidion Ltd Compuestos derivados de heterociclos de nitrogeno y oxigeno, agonistas de gpcr; composicion farmaceutica que comprende a dicho compuesto; y uso del compuesto para el tratamiento de la obesidad, diabetes, sindrome metabolico, hiperlipidemia, toleranci
AR070176A1 (es) * 2008-01-17 2010-03-17 Novartis Ag Procesos de sintesis de inhibidores de nep, compuestos intermediarios y uso de los mismos en la sintesis
CN102459270B (zh) * 2009-04-20 2015-04-29 奥斯拜客斯制药有限公司 Janus激酶3的哌啶抑制剂
ES2608780T3 (es) * 2010-08-23 2017-04-17 Novartis Ag Nuevo proceso para la preparación de intermediarios útiles para la elaboración de inhibidores de NEP
AU2012284127A1 (en) * 2011-07-18 2013-05-02 Adolor Corporation Processes for the preparation of peripheral opioid antagonist compounds and intermediates thereto
US9126906B2 (en) * 2012-02-21 2015-09-08 Celgene Corporation Asymmetric synthetic processes for the preparation of aminosulfone compounds
CA2900595A1 (en) * 2013-02-12 2014-08-21 Bayer Pharma Aktiengesellschaft Metal chelate compounds for binding to the platelet specific glycoprotein iib/iiia
WO2014195978A2 (en) 2013-06-05 2014-12-11 Msn Laboratories Limited PROCESS FOR THE PREPARATION OF (3R,4R)-4-METHYL-3-(METHYL-7H-PYRROLO[2,3-D]PYRIMIDIN-4-YL-AMINO)-ß-OXO-1-PIPERIDINEPROPANENITRILE AND ITS SALTS
AU2014289431B2 (en) * 2013-07-08 2018-01-18 Syngenta Crop Protection Ag 4-membered ring carboxamides used as nematicides
TW201617321A (zh) * 2014-09-18 2016-05-16 第一三共股份有限公司 光學活性吉草酸衍生物之製法
EP3078665A1 (en) * 2015-04-10 2016-10-12 OLON S.p.A. Efficient method for the preparation of tofacitinib citrate

Also Published As

Publication number Publication date
EP3421455A1 (en) 2019-01-02
CN109206361A (zh) 2019-01-15
US20190002407A1 (en) 2019-01-03
EP3421455B1 (en) 2019-03-27
JP2019023181A (ja) 2019-02-14

Similar Documents

Publication Publication Date Title
JP6917949B2 (ja) トファシチニブの調製のための有用な中間体であるキラル3−アミノ−ピペリジンの調製のための改良された方法
JP6150179B2 (ja) R−ビフェニルアラニノールの合成
CN103080072B (zh) 制备可用于生产nep抑制剂的中间体的新方法
JP7030208B2 (ja) O,o’-二置換酒石酸エナンチオマーの添加によるラセミ体ニコチンのエナンチオマー分離
EP2172443B1 (en) Method for producing optically active amine
KR20100027025A (ko) (3,4­디메톡시­바이시클로〔4.2.0〕옥타­1,3,5­트리엔­7­일)니트릴의 거울상이성질체의 분리 방법 및 이바브라딘의 합성에서의 적용
Liu et al. Discovery of chiral catalysts by asymmetric activation for highly enantioselective diethylzinc addition to imines: using racemic and achiral diimines as effective activators
JP2019023181A5 (enExample)
US11124532B2 (en) Chiral metal complex compounds
JP2002537394A (ja) パロキセチンの製造方法
JP2008506746A (ja) ジアステレオマーに富んだ化合物の調製方法
JP2002537394A5 (enExample)
JP2011519919A (ja) 不斉水素化のための触媒的プロセス
CN102046602A (zh) 制备孟鲁司特中间体的方法
JP4853757B2 (ja) 光学活性硫黄架橋二核ルテニウム錯体及びその製造方法並びにかかる触媒を用いた光学活性化合物の製造方法及び新規光学活性化合物
JP3118061B2 (ja) 光学活性ヒドロキシルアミンの製造法
JP5263732B2 (ja) 光学活性1,2−ジアミン化合物の製造方法及び光学活性触媒
CN114426564B (zh) 一类手性二茂铁膦-1,2-二苯基乙二胺配体及其制备方法和应用
JP5001263B2 (ja) ジフェニルアラニン誘導体作製のための不斉水素化
JP7244905B2 (ja) 高立体選択的不斉アルドール反応を達成する有機分子触媒及びその利用
Shibata et al. Asymmetric Synthesis of Various Chiral 5-Pyrimidylalkanols by the Enantioselective Alkylation of Pyrimidine-5-carbaldehydes with Dialkylzincs in the Presence of Chiral Amino Alcohols
JP4212351B2 (ja) 光学活性1,2−ジアミン誘導体および光学活性イミダゾリジノン誘導体の製造法
JP4339074B2 (ja) 光学活性な1,2−ビス(3,5−ジメチルフェニル)−1,2−エタンジアミンの製造方法
WO2010004782A1 (ja) プロリンアミド誘導体、それと酸との塩、それらで構成された有機触媒およびその有機触媒を用いたβ-ヒドロキシカルボニル化合物の製造方法
HK1136274B (en) Method for producing optically active amine

Legal Events

Date Code Title Description
A621 Written request for application examination

Free format text: JAPANESE INTERMEDIATE CODE: A621

Effective date: 20180626

A977 Report on retrieval

Free format text: JAPANESE INTERMEDIATE CODE: A971007

Effective date: 20190411

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20190416

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20190716

A02 Decision of refusal

Free format text: JAPANESE INTERMEDIATE CODE: A02

Effective date: 20191119

C60 Trial request (containing other claim documents, opposition documents)

Free format text: JAPANESE INTERMEDIATE CODE: C60

Effective date: 20200302

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A821

Effective date: 20200304

C22 Notice of designation (change) of administrative judge

Free format text: JAPANESE INTERMEDIATE CODE: C22

Effective date: 20201104

C13 Notice of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: C13

Effective date: 20210119

A524 Written submission of copy of amendment under article 19 pct

Free format text: JAPANESE INTERMEDIATE CODE: A524

Effective date: 20210405

C22 Notice of designation (change) of administrative judge

Free format text: JAPANESE INTERMEDIATE CODE: C22

Effective date: 20210413

C22 Notice of designation (change) of administrative judge

Free format text: JAPANESE INTERMEDIATE CODE: C22

Effective date: 20210511

C23 Notice of termination of proceedings

Free format text: JAPANESE INTERMEDIATE CODE: C23

Effective date: 20210601

C03 Trial/appeal decision taken

Free format text: JAPANESE INTERMEDIATE CODE: C03

Effective date: 20210706

C30A Notification sent

Free format text: JAPANESE INTERMEDIATE CODE: C3012

Effective date: 20210706

A61 First payment of annual fees (during grant procedure)

Free format text: JAPANESE INTERMEDIATE CODE: A61

Effective date: 20210720

R150 Certificate of patent or registration of utility model

Ref document number: 6917949

Country of ref document: JP

Free format text: JAPANESE INTERMEDIATE CODE: R150

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250