CA2723878C - Process of preparing derivatives of 1-(2-halobiphenyl-4-yl)-cyclopropanecarboxylic acid - Google Patents

Process of preparing derivatives of 1-(2-halobiphenyl-4-yl)-cyclopropanecarboxylic acid Download PDF

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Publication number
CA2723878C
CA2723878C CA2723878A CA2723878A CA2723878C CA 2723878 C CA2723878 C CA 2723878C CA 2723878 A CA2723878 A CA 2723878A CA 2723878 A CA2723878 A CA 2723878A CA 2723878 C CA2723878 C CA 2723878C
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CA
Canada
Prior art keywords
compound
formula
fluoro
dichloro
biphenyl
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CA2723878A
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English (en)
French (fr)
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CA2723878A1 (en
Inventor
Benoit Folleas
Hubert Botte
Thomas Delacroix
Fausto Pivetti
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Chiesi Farmaceutici SpA
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Chiesi Farmaceutici SpA
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Publication of CA2723878A1 publication Critical patent/CA2723878A1/en
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Publication of CA2723878C publication Critical patent/CA2723878C/en
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
    • C07C17/263—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions
    • 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
    • A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
    • C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
    • C07C17/14—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms in the side-chain of aromatic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C253/00—Preparation of carboxylic acid nitriles
    • C07C253/14—Preparation of carboxylic acid nitriles by reaction of cyanides with halogen-containing compounds with replacement of halogen atoms by cyano groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C253/00—Preparation of carboxylic acid nitriles
    • C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/09—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/02—Systems containing only non-condensed rings with a three-membered ring

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biomedical Technology (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Toxicology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Public Health (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Psychiatry (AREA)
  • Hospice & Palliative Care (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
CA2723878A 2008-06-11 2009-05-08 Process of preparing derivatives of 1-(2-halobiphenyl-4-yl)-cyclopropanecarboxylic acid Active CA2723878C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP08158022A EP2133322A1 (en) 2008-06-11 2008-06-11 Process of preparing derivatives of 1-(2-halobiphenyl-4-yl)-cyclopropanecarboxylic acid
EP08158022.7 2008-06-11
PCT/EP2009/003288 WO2009149797A1 (en) 2008-06-11 2009-05-08 Process of preparing derivatives of 1-(2-halobiphenyl-4-yl)-cyclopropanecarboxylic acid

Publications (2)

Publication Number Publication Date
CA2723878A1 CA2723878A1 (en) 2009-12-17
CA2723878C true CA2723878C (en) 2016-06-28

Family

ID=40120119

Family Applications (1)

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CA2723878A Active CA2723878C (en) 2008-06-11 2009-05-08 Process of preparing derivatives of 1-(2-halobiphenyl-4-yl)-cyclopropanecarboxylic acid

Country Status (27)

Country Link
US (1) US8076505B2 (enExample)
EP (2) EP2133322A1 (enExample)
JP (1) JP5642067B2 (enExample)
KR (1) KR101257217B1 (enExample)
CN (1) CN102046576B (enExample)
AT (1) ATE552230T1 (enExample)
AU (1) AU2009256959B2 (enExample)
BR (1) BRPI0909560A2 (enExample)
CA (1) CA2723878C (enExample)
CO (1) CO6331461A2 (enExample)
DK (1) DK2285765T3 (enExample)
ES (1) ES2384368T3 (enExample)
GE (1) GEP20135800B (enExample)
HR (1) HRP20120517T1 (enExample)
IL (1) IL209209A (enExample)
MA (1) MA32297B1 (enExample)
ME (1) ME01160B (enExample)
MX (1) MX2010012285A (enExample)
MY (1) MY150280A (enExample)
NZ (1) NZ589087A (enExample)
PL (1) PL2285765T3 (enExample)
PT (1) PT2285765E (enExample)
RU (1) RU2502721C2 (enExample)
SI (1) SI2285765T1 (enExample)
UA (1) UA101835C2 (enExample)
WO (1) WO2009149797A1 (enExample)
ZA (1) ZA201007977B (enExample)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101088272B1 (ko) * 2003-02-21 2011-11-30 키에시 파르마슈티시 엣스. 피. 에이. 신경 퇴행성 질환의 치료를 위한 1-페닐알캔카복실산추출물
JP5996428B2 (ja) * 2009-08-04 2016-09-21 シエシー ファルマセウティチィ ソシエタ ペル アチオニ １−（２−ハロビフェニル−４−イル）−シクロプロパンカルボン酸の誘導体の調製方法
CA2794940A1 (en) 2010-04-01 2011-10-06 Chiesi Farmaceutici S.P.A. Novel polymorphs and salts
KR20130079353A (ko) * 2010-04-21 2013-07-10 키에시 파르마슈티시 엣스. 피. 에이. 트랜스티레틴 아밀로이드증 치료용 1-(2-플루오로비페닐-4-일)-알킬 카복실산 유도체
EP2575797A1 (en) 2010-06-04 2013-04-10 Chiesi Farmaceutici S.p.A. 1-(2-fluorobiphenyl-4-yl)-cyclopropanecarboxylic acid derivatives for the therapy of prion diseases
US9592210B2 (en) 2011-12-22 2017-03-14 Chiesi Farmaceutici S.P.A. 1-phenylalkanecarboxylic acid derivatives for the treatment of cognitive impairment
AR090581A1 (es) 2012-04-04 2014-11-19 Chiesi Farma Spa Derivados de acidos 1-(2-halo-bifenil-4-il)-alcancarboxilicos para el tratamiento de enfermedades neurodegenerativas
CN105658615A (zh) * 2013-06-24 2016-06-08 奇斯药制品公司 用于制备1-(2-氟[1,1′-联苯]-4-基)-环丙烷甲酸衍生物的改进方法
EP2818460A1 (en) 2013-06-24 2014-12-31 ZaCh System S.p.A. Cyclopropanation of substituted phenylacetonitriles or phenyl acetates
US20150335596A1 (en) 2014-05-26 2015-11-26 Chiesi Farmaceutici S.P.A. 1-(2-fluorobiphenyl-4-yl)-cyclopropanecarboxylic acid derivatives for the treatment of down's syndrome
CN107698462A (zh) * 2017-10-10 2018-02-16 重庆科脉生物化工有限公司 一种1‑氨基‑1‑环丙腈盐酸盐的制备方法
CA3230151A1 (en) 2021-08-31 2023-03-09 Cerespir Incorporated Co-crystals

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4507294B2 (ja) * 1999-05-27 2010-07-21 チッソ株式会社 ビアリール誘導体の製造方法
JP4502293B2 (ja) * 1999-06-04 2010-07-14 長瀬産業株式会社 軸不斉を有する光学活性な４級アンモニウム塩、その製法およびα−アミノ酸誘導体の不斉合成への応用
JP2004091342A (ja) * 2002-08-29 2004-03-25 Matsushita Electric Ind Co Ltd 芳香族メチリデン化合物、それを製造するための化合物、それらの製造方法、及び芳香族メチリデン化合物を用いた有機電界発光素子
KR101088272B1 (ko) * 2003-02-21 2011-11-30 키에시 파르마슈티시 엣스. 피. 에이. 신경 퇴행성 질환의 치료를 위한 1-페닐알캔카복실산추출물
ITMI20030311A1 (it) * 2003-02-21 2004-08-22 Chiesi Farma Spa Acidi 2-fenil-2-dialchil-acetici per il trattamento della malattia di alzheimer.
EP1650183A1 (en) * 2004-10-21 2006-04-26 Cellzome Ag (Benzyloxy-biphenyl) acetic acids and derivatives thereof and their use in therapy
US7524870B2 (en) * 2004-12-03 2009-04-28 Hoffmann-La Roche Inc. Biaryloxymethylarenecarboxylic acids as glycogen synthase activators
AU2006257670A1 (en) * 2005-06-14 2006-12-21 Merck Frosst Canada Ltd Reversible inhibitors of monoamine oxidase A and B
JP5272345B2 (ja) * 2006-08-28 2013-08-28 東ソー株式会社 ヘテロアセン誘導体、テトラハロターフェニル誘導体及びそれらの製造方法
JP5996428B2 (ja) * 2009-08-04 2016-09-21 シエシー ファルマセウティチィ ソシエタ ペル アチオニ １−（２−ハロビフェニル−４−イル）−シクロプロパンカルボン酸の誘導体の調製方法

Also Published As

Publication number Publication date
HRP20120517T1 (hr) 2012-07-31
US8076505B2 (en) 2011-12-13
BRPI0909560A2 (pt) 2015-09-22
GEP20135800B (en) 2013-04-10
AU2009256959B2 (en) 2014-03-27
RU2502721C2 (ru) 2013-12-27
IL209209A0 (en) 2011-01-31
CN102046576B (zh) 2013-08-21
CN102046576A (zh) 2011-05-04
CO6331461A2 (es) 2011-10-20
DK2285765T3 (da) 2012-06-04
EP2285765A1 (en) 2011-02-23
EP2133322A1 (en) 2009-12-16
CA2723878A1 (en) 2009-12-17
PT2285765E (pt) 2012-06-21
US20090312426A1 (en) 2009-12-17
RU2010146299A (ru) 2012-07-20
WO2009149797A1 (en) 2009-12-17
AU2009256959A1 (en) 2009-12-17
ME01160B (me) 2013-03-20
ES2384368T3 (es) 2012-07-04
ATE552230T1 (de) 2012-04-15
KR101257217B1 (ko) 2013-04-22
MX2010012285A (es) 2010-12-01
ZA201007977B (en) 2012-02-29
UA101835C2 (uk) 2013-05-13
IL209209A (en) 2014-05-28
EP2285765B1 (en) 2012-04-04
SI2285765T1 (sl) 2012-08-31
HK1152292A1 (en) 2012-02-24
MY150280A (en) 2013-12-31
MA32297B1 (fr) 2011-05-02
NZ589087A (en) 2012-03-30
JP2011523953A (ja) 2011-08-25
KR20110010633A (ko) 2011-02-01
PL2285765T3 (pl) 2012-08-31
JP5642067B2 (ja) 2014-12-17

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