KR101143073B1 - Ｇｌｙｔ-1 억제제의 합성 방법 - Google Patents

Ｇｌｙｔ-1 억제제의 합성 방법 Download PDF

Info

Publication number
KR101143073B1
KR101143073B1 KR1020097018418A KR20097018418A KR101143073B1 KR 101143073 B1 KR101143073 B1 KR 101143073B1 KR 1020097018418 A KR1020097018418 A KR 1020097018418A KR 20097018418 A KR20097018418 A KR 20097018418A KR 101143073 B1 KR101143073 B1 KR 101143073B1
Authority
KR
South Korea
Prior art keywords
formula
compound
delete delete
hours
room temperature
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
KR1020097018418A
Other languages
English (en)
Korean (ko)
Other versions
KR20090110368A (ko
Inventor
크리스토프 플레저
피우스 발드메이어
샤오닝 왕
Original Assignee
에프. 호프만-라 로슈 아게
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 에프. 호프만-라 로슈 아게 filed Critical 에프. 호프만-라 로슈 아게
Publication of KR20090110368A publication Critical patent/KR20090110368A/ko
Application granted granted Critical
Publication of KR101143073B1 publication Critical patent/KR101143073B1/ko
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/72—Nitrogen atoms
    • C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/4965—Non-condensed pyrazines
    • A61K31/497—Non-condensed pyrazines containing further heterocyclic rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Neurosurgery (AREA)
  • Neurology (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biomedical Technology (AREA)
  • Epidemiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
KR1020097018418A 2007-03-05 2008-02-25 Ｇｌｙｔ-1 억제제의 합성 방법 Active KR101143073B1 (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP07103485 2007-03-05
EP07103485.4 2007-03-05
PCT/EP2008/052244 WO2008107334A2 (en) 2007-03-05 2008-02-25 Process for the synthesis of glyt-1 inhibitors

Publications (2)

Publication Number Publication Date
KR20090110368A KR20090110368A (ko) 2009-10-21
KR101143073B1 true KR101143073B1 (ko) 2012-05-08

Family

ID=39469606

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1020097018418A Active KR101143073B1 (ko) 2007-03-05 2008-02-25 Ｇｌｙｔ-1 억제제의 합성 방법

Country Status (13)

Country Link
US (1) US7812161B2 (https=)
EP (1) EP2131843B1 (https=)
JP (1) JP4745446B2 (https=)
KR (1) KR101143073B1 (https=)
CN (1) CN101622000B (https=)
AT (1) ATE532516T1 (https=)
AU (1) AU2008223915B2 (https=)
BR (1) BRPI0808570B8 (https=)
CA (1) CA2678630C (https=)
ES (1) ES2375585T3 (https=)
IL (1) IL200323A (https=)
MX (1) MX2009009065A (https=)
WO (1) WO2008107334A2 (https=)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5656474B2 (ja) 2010-06-28 2015-01-21 関東化学株式会社 脂肪族光学活性フルオロアルコールの製造方法
CN104628679B (zh) * 2013-11-08 2018-02-09 江苏恩华药业股份有限公司 Bitopertin的合成方法及其中间体
CN106397312B (zh) * 2015-07-31 2020-03-24 广东东阳光药业有限公司 一种制备glyt-1抑制剂的方法
KR20220125326A (ko) 2020-01-09 2022-09-14 디스크 메디슨, 인크. 적혈구형성 프로토포르피린증, x-연계된 프로토포르피린증, 또는 선천성 적혈구 조혈포르피린증을 글리신 운반 억제제로 치료하는 방법
CA3195702A1 (en) 2020-10-13 2022-04-21 Boehringer Ingelheim International Gmbh Process of reworking
WO2024042043A1 (en) 2022-08-24 2024-02-29 Boehringer Ingelheim International Gmbh A scalable process for the preparation of a glyt-1 inhibitor

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005014563A1 (en) * 2003-08-11 2005-02-17 F. Hoffmann-La Roche Ag Piperazine with or-substituted phenyl group and their use as glyt1 inhibitors

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3992441A (en) * 1972-12-26 1976-11-16 Pfizer Inc. Sulfamylbenzoic acids
US4480102A (en) * 1982-07-23 1984-10-30 The Dow Chemical Company 2,3-Difluoro-5-(trifluoromethyl)pyridine and methods of making and using the same
DE68912282T2 (de) * 1988-11-24 1994-04-28 Akzo Nv 1-[Mono- oder bis(trifluormethyl)-2-pyridinyl]piperazine enthaltende pharmazeutische Zusammensetzungen.
DE4235155A1 (de) * 1992-10-19 1994-04-21 Basf Ag Verfahren zur Herstellung von Methylsulfonylbenzoesäuren
US6384080B1 (en) * 1998-04-20 2002-05-07 Fujisawa Pharmaceutical Co., Ltd. Anthranilic acid derivatives as inhibitors of the cGMP-phosphodiesterase
DE10112040A1 (de) * 2001-03-14 2002-10-02 Aventis Pharma Gmbh Verbessertes Verfahren zur Herstellung von Sulfonylcarboxamidderivaten
GB0227240D0 (en) * 2002-11-21 2002-12-31 Glaxo Group Ltd Compounds
HRP20090264T1 (hr) * 2004-12-09 2009-06-30 F. Hoffmann - La Roche Ag Derivati fenil-piperazin metanona
CA2593453A1 (en) * 2005-01-06 2006-07-13 F. Hoffmann-La Roche Ag Sulfanyl substituted phenyl methanones as glycine transporter 1 (glyt-1) inhibitors for the treatment of neurological and neuropsychiatric disorders
AU2005324024B2 (en) * 2005-01-07 2011-02-17 F. Hoffmann-La Roche Ag [4-(Heteroaryl) piperazin-1-yl]-(2,5-substituted -phenyl)methanone derivatives as glycine transporter 1 (GlyT-1) inhibitors for the treatment of neurological and neuropsychiatric disorders
CN101218350B (zh) * 2005-07-08 2011-08-31 弗·哈夫曼-拉罗切有限公司 1,1,1-三氟丙酮的不对称还原反应

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005014563A1 (en) * 2003-08-11 2005-02-17 F. Hoffmann-La Roche Ag Piperazine with or-substituted phenyl group and their use as glyt1 inhibitors

Also Published As

Publication number Publication date
AU2008223915B2 (en) 2013-05-02
CA2678630C (en) 2015-04-14
BRPI0808570B8 (pt) 2021-05-25
WO2008107334A3 (en) 2008-10-23
ATE532516T1 (de) 2011-11-15
MX2009009065A (es) 2009-08-31
KR20090110368A (ko) 2009-10-21
BRPI0808570B1 (pt) 2020-09-15
IL200323A0 (en) 2010-04-29
US20080221327A1 (en) 2008-09-11
CN101622000B (zh) 2012-07-04
JP2010520251A (ja) 2010-06-10
IL200323A (en) 2013-11-28
JP4745446B2 (ja) 2011-08-10
WO2008107334A2 (en) 2008-09-12
BRPI0808570A2 (pt) 2014-09-02
EP2131843B1 (en) 2011-11-09
ES2375585T3 (es) 2012-03-02
US7812161B2 (en) 2010-10-12
AU2008223915A1 (en) 2008-09-12
CN101622000A (zh) 2010-01-06
CA2678630A1 (en) 2008-09-12
EP2131843A2 (en) 2009-12-16

Similar Documents

Publication Publication Date Title
CN116987112B (zh) 制备氨基嘧啶衍生物的改善方法
CN111770917A (zh) 两种4-{[(2s)-2-{4-[5-氯-2-(1h-1,2,3-三唑-1-基)苯基]-5-甲氧基-2-氧代吡啶-1(2h)-基}丁酰基]氨基}-2-氟苯甲酰胺衍生物的制备方法
KR101143073B1 (ko) Ｇｌｙｔ-1 억제제의 합성 방법
JP2019528254A (ja) 改善された５ｒ−ベンジルオキシアミノピペリジン−２ｓ−ギ酸エステル及びそのシュウ酸塩の調製方法
CA2645154C (en) Method for producing aminoacetylpyrrolidinecarbonitrile derivative and production intermediate thereof
JP5899204B2 (ja) キラルなβ−アミノカルボキサミド誘導体の製造方法
KR20140128926A (ko) 벤다무스틴 알킬 에스테르, 벤다무스틴, 및 이의 유도체의 제조 방법
NO151862B (no) Nye hoeyredreiende 5-acryl-2,3,4,4a,5,9b-heksahydro-1h-pyrido(4,3-b)-indolderivater egnet for fremstilling av beroligende heksahydro-x-karbolinderivater
MXPA04008730A (es) Proceso para preparacion de piperazinas quirales 1,4-disustituidas.
JP2010077089A (ja) ハロピラジンカルボキサミド化合物の製造方法
FI70209C (fi) Foerfarande foer framstaellning av pyrrolidin-2-oner och 3-pyrrolin-2-oner
ES2392782T3 (es) Proceso de obtención de derivados de pirido[2,1-a]isoquinolina
JP4616770B2 (ja) 選択的なアミノ置換基導入法
KR100302349B1 (ko) 시사프라이드의 제조방법
KR20230174902A (ko) 벤조아민 유도체의 제조방법
JPWO2005000810A1 (ja) 含窒素複素環化合物の製造方法
JP2024511422A (ja) ５－｛５－クロロ－２－［（３ｓ）－３－［（モルホリン－４－イル）メチル］－３，４－ジヒドロイソキノリン－２（１ｈ）－カルボニル］フェニル｝－１，２－ジメチル－１ｈ－ピロール－３－カルボン酸誘導体を合成するための新規な製造方法及び医薬化合物を製造するためのその適用
HK40035144B (zh) 两种化合物的制备方法
WO2007035003A1 (ja) 光学活性なピペラジン化合物の製造方法
JP2011026260A (ja) ３位に脱離基を有する２−フルオロプロピルアミン保護体または該アミンｎ−アルキル保護体
JP2014227362A (ja) 抗菌活性化合物の製造方法
JPWO2008143342A1 (ja) ３−アミノ−２，５−ジオキソピロリジン誘導体の製造方法

Legal Events

Date Code Title Description
A201 Request for examination
E13-X000 Pre-grant limitation requested

St.27 status event code: A-2-3-E10-E13-lim-X000

P11-X000 Amendment of application requested

St.27 status event code: A-2-2-P10-P11-nap-X000

PA0105 International application

St.27 status event code: A-0-1-A10-A15-nap-PA0105

PA0201 Request for examination

St.27 status event code: A-1-2-D10-D11-exm-PA0201

R15-X000 Change to inventor requested

St.27 status event code: A-3-3-R10-R15-oth-X000

P11-X000 Amendment of application requested

St.27 status event code: A-2-2-P10-P11-nap-X000

P13-X000 Application amended

St.27 status event code: A-2-2-P10-P13-nap-X000

R15-X000 Change to inventor requested

St.27 status event code: A-3-3-R10-R15-oth-X000

R16-X000 Change to inventor recorded

St.27 status event code: A-3-3-R10-R16-oth-X000

P11-X000 Amendment of application requested

St.27 status event code: A-2-2-P10-P11-nap-X000

P13-X000 Application amended

St.27 status event code: A-2-2-P10-P13-nap-X000

PE0801 Dismissal of amendment

St.27 status event code: A-2-2-P10-P12-nap-PE0801

PG1501 Laying open of application

St.27 status event code: A-1-1-Q10-Q12-nap-PG1501

R17-X000 Change to representative recorded

St.27 status event code: A-3-3-R10-R17-oth-X000

E902 Notification of reason for refusal
PE0902 Notice of grounds for rejection

St.27 status event code: A-1-2-D10-D21-exm-PE0902

P11-X000 Amendment of application requested

St.27 status event code: A-2-2-P10-P11-nap-X000

P13-X000 Application amended

St.27 status event code: A-2-2-P10-P13-nap-X000

E701 Decision to grant or registration of patent right
PE0701 Decision of registration

St.27 status event code: A-1-2-D10-D22-exm-PE0701

GRNT Written decision to grant
PR0701 Registration of establishment

St.27 status event code: A-2-4-F10-F11-exm-PR0701

PR1002 Payment of registration fee

St.27 status event code: A-2-2-U10-U12-oth-PR1002

Fee payment year number: 1

PG1601 Publication of registration

St.27 status event code: A-4-4-Q10-Q13-nap-PG1601

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 4

FPAY Annual fee payment

Payment date: 20160330

Year of fee payment: 5

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 5

FPAY Annual fee payment

Payment date: 20170330

Year of fee payment: 6

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 6

FPAY Annual fee payment

Payment date: 20180329

Year of fee payment: 7

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 7

FPAY Annual fee payment

Payment date: 20190327

Year of fee payment: 8

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 8

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 9

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 10

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 11

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 12

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 13

R18-X000 Changes to party contact information recorded

St.27 status event code: A-5-5-R10-R18-oth-X000

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 14

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 15

U11 Full renewal or maintenance fee paid

Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U11-OTH-PR1001 (AS PROVIDED BY THE NATIONAL OFFICE)

Year of fee payment: 15