KR102074535B1 - 아미노산 화합물의 제조 방법 - Google Patents

아미노산 화합물의 제조 방법 Download PDF

Info

Publication number
KR102074535B1
KR102074535B1 KR1020147035263A KR20147035263A KR102074535B1 KR 102074535 B1 KR102074535 B1 KR 102074535B1 KR 1020147035263 A KR1020147035263 A KR 1020147035263A KR 20147035263 A KR20147035263 A KR 20147035263A KR 102074535 B1 KR102074535 B1 KR 102074535B1
Authority
KR
South Korea
Prior art keywords
formula
compound
salt
hydrogen
alkyl
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
KR1020147035263A
Other languages
English (en)
Korean (ko)
Other versions
KR20150013808A (ko
Inventor
트레비스 레마처크
Original Assignee
제넨테크, 인크.
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 제넨테크, 인크. filed Critical 제넨테크, 인크.
Publication of KR20150013808A publication Critical patent/KR20150013808A/ko
Application granted granted Critical
Publication of KR102074535B1 publication Critical patent/KR102074535B1/ko
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Images

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
    • C07C67/343—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • 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
    • C07C229/30—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 being acyclic and unsaturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C269/00—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C269/04—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups from amines with formation of carbamate groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/313—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by introduction of doubly bound oxygen containing functional groups, e.g. carboxyl groups
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/30—Preparation of optical isomers
    • C07C227/32—Preparation of optical isomers by stereospecific synthesis
    • 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
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C269/00—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C269/06—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups by reactions not involving the formation of carbamate groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06—Esters of carbamic acids
    • C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C271/22—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Peptides Or Proteins (AREA)
KR1020147035263A 2012-05-17 2013-05-17 아미노산 화합물의 제조 방법 Active KR102074535B1 (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201261648534P 2012-05-17 2012-05-17
US61/648,534 2012-05-17
PCT/US2013/041687 WO2013173779A1 (en) 2012-05-17 2013-05-17 Process for making amino acid compounds

Publications (2)

Publication Number Publication Date
KR20150013808A KR20150013808A (ko) 2015-02-05
KR102074535B1 true KR102074535B1 (ko) 2020-02-06

Family

ID=48483247

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1020147035263A Active KR102074535B1 (ko) 2012-05-17 2013-05-17 아미노산 화합물의 제조 방법

Country Status (21)

Country Link
US (1) US9278917B2 (enExample)
EP (1) EP2850054B1 (enExample)
JP (1) JP6196294B2 (enExample)
KR (1) KR102074535B1 (enExample)
CN (1) CN104520263B (enExample)
AU (1) AU2013262516B2 (enExample)
BR (1) BR112014028585B1 (enExample)
CA (1) CA2873658C (enExample)
ES (1) ES2668477T3 (enExample)
HR (1) HRP20180948T1 (enExample)
IL (1) IL235630A (enExample)
MA (1) MA37751B1 (enExample)
MX (1) MX350443B (enExample)
MY (1) MY171538A (enExample)
NZ (1) NZ702939A (enExample)
PL (1) PL2850054T3 (enExample)
RU (1) RU2643146C2 (enExample)
SG (1) SG11201407625WA (enExample)
SI (1) SI2850054T1 (enExample)
TR (1) TR201807444T4 (enExample)
WO (1) WO2013173779A1 (enExample)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RS60417B9 (sr) 2012-05-17 2021-07-30 Genentech Inc Amorfni oblik aktivnog jedinjenja koje inhibira pirimidinil-ciklopentansko jedinjenje, smeše i njegove metode
ES2588878T3 (es) 2012-05-17 2016-11-07 Array Biopharma, Inc. Proceso para preparar compuestos de ciclopentilpirimidina hidroxilada
AU2013262505B2 (en) 2012-05-17 2017-09-21 Array Biopharma Inc. Process for making hydroxylated cyclopentylpyrimidine compounds
KR102123131B1 (ko) 2012-05-17 2020-06-15 제넨테크, 인크. 하이드록실화 사이클로펜타피리미딘 화합물 및 이의 염의 제조 방법
CN105899492B (zh) 2013-11-15 2021-08-24 豪夫迈·罗氏有限公司 用于制备嘧啶基环戊烷化合物的方法
MA51165A (fr) * 2014-09-26 2020-10-21 Hoffmann La Roche Procédés de préparation de composés de (cyclopentyl[d]pyrimidin-4-yl)pipérazine

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008006040A1 (en) 2006-07-06 2008-01-10 Array Biopharma Inc. Hydroxylated and methoxylated cyclopenta [d] pyrimidines as akt protein kinase inhibitors
US8063050B2 (en) 2006-07-06 2011-11-22 Array Biopharma Inc. Hydroxylated and methoxylated pyrimidyl cyclopentanes as AKT protein kinase inhibitors

Family Cites Families (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4663327A (en) * 1984-05-23 1987-05-05 Bayer Aktiengesellschaft 1-heteroaryl-4-aryl-pyrazolin-5-ones
WO1995015684A1 (en) 1993-12-12 1995-06-15 Agrogene, Ltd. A novel method to protect plants from fungal infection
JP2001524079A (ja) 1997-04-07 2001-11-27 メルク エンド カンパニー インコーポレーテッド ガンの治療方法
US6201023B1 (en) 1997-06-10 2001-03-13 Agrogene Ltd. Methods and compositions to protect crops against plant parasitic nematodes
EP0982300A3 (en) 1998-07-29 2000-03-08 Societe Civile Bioprojet Non-imidazole alkylamines as histamine H3 - receptor ligands and their therapeutic applications
EP1158982A4 (en) 1999-03-03 2002-06-12 Merck & Co Inc Prenyl protein transferase inhibitors
AU7715300A (en) 1999-09-27 2001-04-30 Merck & Co., Inc. Method of preventing osteoporosis
PE20050630A1 (es) 2003-06-09 2005-09-22 Boehringer Ingelheim Int Compuestos heterociclicos como inhibidores del papiloma virus
FR2892416B1 (fr) * 2005-10-20 2008-06-27 Sanofi Aventis Sa Derives de 6-heteroarylpyridoindolone, leur preparation et leur application en therapeutique
US8927546B2 (en) 2006-02-28 2015-01-06 Dart Neuroscience (Cayman) Ltd. Therapeutic piperazines
US20100298289A1 (en) 2007-10-09 2010-11-25 Ucb Pharma, S.A. Heterobicyclic compounds as histamine h4-receptor antagonists
EP2419404B1 (en) 2009-04-15 2015-11-04 AbbVie Inc. Anti-viral compounds
CN102574852B (zh) 2009-10-23 2014-06-25 伊莱利利公司 Akt抑制剂
PT2592933T (pt) 2010-07-16 2017-05-23 Gaweco Anderson Inibidores de mif e suas utilizações
WO2012177925A1 (en) 2011-06-21 2012-12-27 The Board Institute, Inc. Akt inhibitors for treating cancer expressing a magi3 - akt3 fusion gene
ES2588878T3 (es) 2012-05-17 2016-11-07 Array Biopharma, Inc. Proceso para preparar compuestos de ciclopentilpirimidina hidroxilada
KR102123131B1 (ko) 2012-05-17 2020-06-15 제넨테크, 인크. 하이드록실화 사이클로펜타피리미딘 화합물 및 이의 염의 제조 방법
CA2889855A1 (en) 2012-11-01 2014-05-08 Robert S. Katz Methods for treating fibromyalgia
EP2956441A4 (en) 2013-02-18 2016-11-02 Scripps Research Inst MODULATORS OF VASOPRESSIN RECEPTORS WITH THERAPEUTIC POTENTIAL
US10131637B2 (en) 2013-03-15 2018-11-20 Shifa Biomedical Corporation Anti-PCSK9 compounds and methods for the treatment and/or prevention of cardiovascular diseases

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008006040A1 (en) 2006-07-06 2008-01-10 Array Biopharma Inc. Hydroxylated and methoxylated cyclopenta [d] pyrimidines as akt protein kinase inhibitors
US8063050B2 (en) 2006-07-06 2011-11-22 Array Biopharma Inc. Hydroxylated and methoxylated pyrimidyl cyclopentanes as AKT protein kinase inhibitors

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
J. Org. Chem., Vol. 68, pp. 893-900 (2003)*
Synlett. No, 1, pp. 149-151, 2002*

Also Published As

Publication number Publication date
SI2850054T1 (en) 2018-06-29
BR112014028585A2 (pt) 2017-06-27
MA37751A1 (fr) 2018-01-31
AU2013262516B2 (en) 2017-10-19
AU2013262516A1 (en) 2015-01-22
US20150148559A1 (en) 2015-05-28
HRP20180948T1 (hr) 2018-08-10
BR112014028585A8 (pt) 2020-09-24
MA37751B1 (fr) 2018-08-31
IL235630A0 (en) 2015-02-01
NZ702939A (en) 2016-08-26
CN104520263A (zh) 2015-04-15
MY171538A (en) 2019-10-17
MX350443B (es) 2017-09-06
PL2850054T3 (pl) 2018-08-31
SG11201407625WA (en) 2014-12-30
KR20150013808A (ko) 2015-02-05
TR201807444T4 (tr) 2018-06-21
IL235630A (en) 2017-03-30
HK1208857A1 (en) 2016-03-18
JP6196294B2 (ja) 2017-09-13
JP2015520165A (ja) 2015-07-16
WO2013173779A1 (en) 2013-11-21
CA2873658C (en) 2021-01-26
EP2850054A1 (en) 2015-03-25
RU2643146C2 (ru) 2018-01-31
ES2668477T3 (es) 2018-05-18
CN104520263B (zh) 2016-11-09
EP2850054B1 (en) 2018-03-21
CA2873658A1 (en) 2013-11-21
MX2014013863A (es) 2015-05-07
BR112014028585B1 (pt) 2020-12-22
US9278917B2 (en) 2016-03-08
RU2014150991A (ru) 2016-07-10

Similar Documents

Publication Publication Date Title
JP6214636B2 (ja) ヒドロキシル化シクロペンチルピリミジン化合物を作製するためのプロセス
KR102074535B1 (ko) 아미노산 화합물의 제조 방법
KR102067850B1 (ko) 하이드록실화 사이클로펜틸피리미딘 화합물 제조 방법
AU2019253849A1 (en) Processes for preparing (cyclopentyl[d]pyrimidin-4-yl)piperazine compounds
HK1208857B (en) Process for making amino acid compounds
HK40024946A (en) Process for preparing an intermediate in the synthesis of (cyclopentyl[d]pyrimidin-4-yl)piperazine compounds
HK40024946B (en) Process for preparing an intermediate in the synthesis of (cyclopentyl[d]pyrimidin-4-yl)piperazine compounds
HK1208673B (en) Process for making hydroxylated cyclopentylpyrimidine compounds

Legal Events

Date Code Title Description
PA0105 International application

Patent event date: 20141216

Patent event code: PA01051R01D

Comment text: International Patent Application

PG1501 Laying open of application
A201 Request for examination
PA0201 Request for examination

Patent event code: PA02012R01D

Patent event date: 20180517

Comment text: Request for Examination of Application

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

Comment text: Notification of reason for refusal

Patent event date: 20190920

Patent event code: PE09021S01D

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

Patent event code: PE07011S01D

Comment text: Decision to Grant Registration

Patent event date: 20191210

PR0701 Registration of establishment

Comment text: Registration of Establishment

Patent event date: 20200131

Patent event code: PR07011E01D

PR1002 Payment of registration fee

Payment date: 20200131

End annual number: 3

Start annual number: 1

PG1601 Publication of registration
PR1001 Payment of annual fee

Payment date: 20221221

Start annual number: 4

End annual number: 4

PR1001 Payment of annual fee

Payment date: 20240117

Start annual number: 5

End annual number: 5

PR1001 Payment of annual fee

Payment date: 20250106

Start annual number: 6

End annual number: 6