AU2008223915B2 - Process for the synthesis of GLYT-1 inhibitors - Google Patents

Process for the synthesis of GLYT-1 inhibitors Download PDF

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Publication number
AU2008223915B2
AU2008223915B2 AU2008223915A AU2008223915A AU2008223915B2 AU 2008223915 B2 AU2008223915 B2 AU 2008223915B2 AU 2008223915 A AU2008223915 A AU 2008223915A AU 2008223915 A AU2008223915 A AU 2008223915A AU 2008223915 B2 AU2008223915 B2 AU 2008223915B2
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AU
Australia
Prior art keywords
formula
compound
alkyl
halogen
room temperature
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AU2008223915A
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English (en)
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AU2008223915A1 (en
Inventor
Christophe Pfleger
Pius Waldmeier
Shaoning Wang
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.)
F Hoffmann La Roche AG
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F Hoffmann La Roche AG
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Application filed by F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Publication of AU2008223915A1 publication Critical patent/AU2008223915A1/en
Application granted granted Critical
Publication of AU2008223915B2 publication Critical patent/AU2008223915B2/en
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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic 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
    • C07D213/02Heterocyclic 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
    • C07D213/04Heterocyclic 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
    • C07D213/60Heterocyclic 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
    • C07D213/72Nitrogen atoms
    • C07D213/74Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495Heterocyclic 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
    • A61K31/4965Non-condensed pyrazines
    • A61K31/497Non-condensed pyrazines containing further heterocyclic rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D295/00Heterocyclic 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
    • C07D295/16Heterocyclic 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
    • C07D295/18Heterocyclic 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

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  • 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)
AU2008223915A 2007-03-05 2008-02-25 Process for the synthesis of GLYT-1 inhibitors Active AU2008223915B2 (en)

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
AU2008223915A1 AU2008223915A1 (en) 2008-09-12
AU2008223915B2 true AU2008223915B2 (en) 2013-05-02

Family

ID=39469606

Family Applications (1)

Application Number Title Priority Date Filing Date
AU2008223915A Active AU2008223915B2 (en) 2007-03-05 2008-02-25 Process for the synthesis of GLYT-1 inhibitors

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
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
KR101143073B1 (ko) 2012-05-08
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

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