KR840000489A - 피롤리딘 유도체의 제조방법 - Google Patents

피롤리딘 유도체의 제조방법 Download PDF

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Publication number
KR840000489A
KR840000489A KR1019820003307A KR820003307A KR840000489A KR 840000489 A KR840000489 A KR 840000489A KR 1019820003307 A KR1019820003307 A KR 1019820003307A KR 820003307 A KR820003307 A KR 820003307A KR 840000489 A KR840000489 A KR 840000489A
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hydrogen
compound
pyrrolidinyl
oxo
acetamide
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KR1019820003307A
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KR890000768B1 (ko
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아쉬반덴 베네르 (외 1)
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쿠르트 네셀보쉬, 한스 스뤼클린
에프 · 호프만-라 롯슈 앤드 캄파니 아크리엔 게젤샤프트
한스 스뤼클린
에프.호프만-라 롯슈 앤드 캄파니 아크리엔 게젤샤프트
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Publication of KR840000489A publication Critical patent/KR840000489A/ko
Priority to KR1019890000280A priority Critical patent/KR890000767B1/ko
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Publication of KR890000768B1 publication Critical patent/KR890000768B1/ko

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • C07D207/273—2-Pyrrolidones 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 other ring carbon atoms
    • 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
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804—Compounds having Si-O-C linkages
    • 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • General Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Psychiatry (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Hospice & Palliative Care (AREA)
  • Pharmacology & Pharmacy (AREA)
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  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
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  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyrrole Compounds (AREA)

Abstract

내용 없음

Description

피롤리딘 유도체의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (10)

  1. 일반식(Ⅱ)의 화합물을 일반식(Ⅲ)의 카복실산 또는 그의 반응성 작용 유도체와 반응시키거나, 일반식(Ib)의 화합물을 저급알카노일 그룹을 생성하는 시약으로 아실화시키거나, Z로 나타낸 보호그룹을 일반식(Ⅳ)의 화합물로부터 제거시키고 필요시, 수득한 디아스테레오 이성체 혼합물을 상응하는 라세메이트로 분리시키고 및/또는 필요시, R1이 수소이고 및/또는 R3가 염기성그룹인 수득한 일반식(Ⅰ)의 라세메이트를 광학적 대장체로 분할시키고 및/또는 필요시, 염기성인 일반식(Ⅰ)의 화합물을 약제학적으로 허용할 수 있는 그의 산부가염으로 전환시킴을 포함하여 일반식(Ⅰ)의 피롤리딘 유도체 및 염기성인 일반식(Ⅰ) 화합물의 산부가염을 제조하는 방법.
    상기 식에서, R1은 수소 또는 저급알카노일이며, R2는 수소 또는 저급알킬이고, R3는 수소, 저급알킬 또는 일반식 -(CH2)n-NR4R5인 그룹이며, n은 2 내지 4의 정수이며, R4및 R5는 각각 수소 또는 저급알킬이거나, R4및 R5는 질소원자와 함께 하나 또는 두개의 저급알킬그룹으로 임의치환된 피롤리딘, 피페리딘, 피페라진 또는 몰폴린 그룹이고, R11은 수소 또는 저급알카노일이거나, 일반식(Ⅱ)의 화합물중에 있는 R3가 수소이면 또한 암모니아로 분해될 수 있는 다른 그룹이며, Z는 보호그룹을 나타낸다.
  2. 제1항에 있어서, R11은 수소 또는 저급알카노일인 방법.
  3. 제1항 또는 제2항에 있어서, R1이 수소이고 R2가 수소이며 R3가 수소, 2-(디이소프로필아미노)에틸 또는 2-(2,6-디메틸-1-피페리디닐)에틸인 방법.
  4. 제1항 또는 제2항에 있어서, (R/S)-시스-N-[2-(2,6-디메틸-1-피페리디닐)에틸-2-(3-히드록시-2-옥소-1-피롤리디닐)아세트아미드가 제조되는 방법.
  5. 제1항 또는 제2항에 있어서, (R/S)-2-(3-히드록시-2-옥소-1-피롤리디닐)아세트아미드가 제조되는 방법.
  6. 제1항 또는 제2항에 있어서, (R)-시스-N-[2-(2,6-디메틸-1-피페리디닐)에틸]-2-(3-히드록시-2-옥소-1-피롤리디닐)아세트아미드가 제조되는 방법.
  7. 제1항 또는 제2항에 있어서, (S)-시스-N-[2-(2,6-디메틸-1-피페리디닐)에틸]-2-(3-히드록시-2-옥소-1-피롤리디닐)아세트아미드가 제조되는 방법.
  8. 제1항 또는 제2항에 있어서, (R)-2-(3-히드록시-2-옥소-1-피롤리디닐)아세트아미드가 제조되는 방법.
  9. 제1항 또는 제2항에 있어서, (S)-2-(3-히드록시-2-옥소-1-피롤리디닐)아세트아미드가 제조되는 방법.
  10. 제1항 또는 제2항에 있어서, (R/S)-N-[2-(디이소프로필아미노)에틸-2-(3-히드록시-2-옥소-1-피롤리디닐)아세트아미드가 제조되는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR8203307A 1981-07-24 1982-07-23 피롤리딘 유도체 및 이의 제조방법 KR890000768B1 (ko)

Priority Applications (1)

Application Number Priority Date Filing Date Title
KR1019890000280A KR890000767B1 (ko) 1981-07-24 1989-01-12 피롤리딘 유도체의 제조방법

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH4849/81A CH647234A5 (en) 1981-07-24 1981-07-24 Pyrrolidine derivatives
CH4849/81 1981-07-24

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KR840000489A true KR840000489A (ko) 1984-02-22
KR890000768B1 KR890000768B1 (ko) 1989-04-05

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JP (1) JPS5824558A (ko)
KR (1) KR890000768B1 (ko)
BR (1) BR8204328A (ko)
CH (1) CH647234A5 (ko)
ES (1) ES520820A0 (ko)
GR (1) GR76177B (ko)
IS (1) IS2742A7 (ko)
MW (1) MW2682A1 (ko)
PL (1) PL138918B1 (ko)
ZA (1) ZA825104B (ko)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100498268B1 (ko) * 1997-12-09 2005-11-01 주식회사 엘지생활건강 피롤리돈계 양쪽성 계면활성제

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH666891A5 (de) * 1985-11-26 1988-08-31 Lonza Ag 4-alkoxy-2-oxo-pyrrolidin-1-yl-essigsaeure-c(1)-c(4)-alkylester, deren herstellung und verwendung.

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2923975A1 (de) * 1979-06-13 1980-12-18 Nattermann A & Cie Pyrrolidinone, verfahren zu deren herstellung und diese enthaltende arzneimittel

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100498268B1 (ko) * 1997-12-09 2005-11-01 주식회사 엘지생활건강 피롤리돈계 양쪽성 계면활성제

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KR890000768B1 (ko) 1989-04-05
GR76177B (ko) 1984-08-03
ZA825104B (en) 1983-04-27
ES8404678A1 (es) 1984-05-16
MW2682A1 (en) 1984-03-14
JPH0345064B2 (ko) 1991-07-09
PL138918B1 (en) 1986-11-29
CH647234A5 (en) 1985-01-15
JPS5824558A (ja) 1983-02-14
IS2742A7 (is) 1983-01-25
ES520820A0 (es) 1984-05-16
PL237634A1 (en) 1984-01-30
BR8204328A (pt) 1983-07-19

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