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KR950008511A - Method for preparing imidazopyridine derivative - Google Patents

Method for preparing imidazopyridine derivative Download PDF

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Publication number
KR950008511A
KR950008511A KR1019940023448A KR19940023448A KR950008511A KR 950008511 A KR950008511 A KR 950008511A KR 1019940023448 A KR1019940023448 A KR 1019940023448A KR 19940023448 A KR19940023448 A KR 19940023448A KR 950008511 A KR950008511 A KR 950008511A
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KR
South Korea
Prior art keywords
formula
general formula
reaction
aryl
alkyl
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KR1019940023448A
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Korean (ko)
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스턱키 게르하르트
임빙켈리트 르네
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비트 라우버, 베르너 그라우빌러
론자 리미티드
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Application filed by 비트 라우버, 베르너 그라우빌러, 론자 리미티드 filed Critical 비트 라우버, 베르너 그라우빌러
Publication of KR950008511A publication Critical patent/KR950008511A/en

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

본 발명은 하기 일반식(I)의 이미다조피리딘을 제조하는 신규의 방법에 관한 것이다.The present invention relates to a novel process for preparing imidazopyridine of the general formula (I).

(상기 식에서, 라디칼 R1내지 R4는 명세서의 정의와 같다.)(Wherein the radicals R 1 to R 4 are as defined in the specification).

본 방법의 중요 단계는, 하기 일반식(V)의 아미딘을 하기 일반식(VI)의 1,3-디카르보닐 화합물과 고리화 반응시키는 것이다.An important step of the method is to cyclize the amidine of the general formula (V) with the 1,3-dicarbonyl compound of the general formula (VI).

이미다조피리딘은 안지오텐신II 길항 물질에 제조에 중요한 중간 물질이다.Imidazopyridine is an important intermediate in preparation for angiotensin II antagonists.

Description

이미다조피리딘 유도체의 제조방법Method for preparing imidazopyridine derivative

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is an open matter, no full text was included.

Claims (8)

하기 일반식(II)의 니트릴을 수소 할라이드의 존재하에서 하기 일반식(Ⅲ)의 티올과 반응시키어 하기 일반식(IV)의 티오이미데이트 히드로할라이드를 수득하고, 이것을 아미노아세트니트릴과 반응시키어 하기 일반식(V)의 아미딘을 수득하고, 이것을 염기의 존재하에서 최종적으로 하기 일반식(VI)의 1,3-디카르보닐 화합물과 고리화 반응시키어 하기 일반식(I)의 최종 생성물을 수득하는 것을 특징으로 하는 하기 일반식(I)의 최종 생성물을 수득하는 것을 특징으로 하는 일반식(I)의 이미다조피리딘 유도체의 제조 방법.The nitrile of the following general formula (II) is reacted with a thiol of the following general formula (III) in the presence of a hydrogen halide to obtain a thiimidate hydrohalide of the following general formula (IV), which is reacted with an aminoacetonitrile to give the following general formula Amidine of formula (V) is obtained, which is finally cyclized with a 1,3-dicarbonyl compound of formula (VI) in the presence of a base to give a final product of formula (I) A process for producing an imidazopyridine derivative of formula (I) characterized by obtaining the final product of formula (I). (상기 식들에서, R1은 알킬, 시클로알킬, 아릴 또는 아르알킬기이거나, 헤테로고리 라디칼이고, R2및 R4는 동일하거나 상이하고, 수소, 히드록시, 시아노, 알킬, 시클로알킬, 아릴 또는 아르알킬기이거나, 알카노일 또는 알콕시카르보닐기이고, R3는 수소, 알킬, 아릴 또는 아르알킬기이거나, 할로겐 원자이고, R5는 알킬, 아릴 또는 아르알킬이고, R6및 R7은 동일하거나 상이하고, 수소 또는 알킬, 아릴, 아르알킬, 알콕시 또는 알콕시카르보닐이고, X는 할로겐 원자이다.)Wherein R 1 is an alkyl, cycloalkyl, aryl or aralkyl group or is a heterocyclic radical, R 2 and R 4 are the same or different and are hydrogen, hydroxy, cyano, alkyl, cycloalkyl, aryl or Is an aralkyl group, an alkanoyl or alkoxycarbonyl group, R 3 is a hydrogen, alkyl, aryl or aralkyl group or a halogen atom, R 5 is alkyl, aryl or aralkyl, R 6 and R 7 are the same or different, Hydrogen or alkyl, aryl, aralkyl, alkoxy or alkoxycarbonyl and X is a halogen atom.) 제1항에 있어서, 상기 일반식(IV)의 티오이미데이트 히드로할라이드가 단리되지 않는 것을 특징으로 하는 방법.A process according to claim 1, wherein the thiimidate hydrohalide of formula (IV) is not isolated. 제1항에 있어서, 상기 일반식(IV)의 티오이미데이트 히드로할라이드를 수득하기 위한 반응이 수소 클로리드 존재하에 0℃내지 실온의 반응 온도에서 불활성 용매의 첨가 또는 비첨가로 수행되는 것을 특징으로 하는 방법.The reaction according to claim 1, wherein the reaction for obtaining thioimidate hydrohalide of the general formula (IV) is carried out by the addition or no addition of an inert solvent at a reaction temperature of 0 ° C to room temperature in the presence of hydrogen chloride. How to. 제1항 내지 제3항 중 어느 한 항에 있어서, 상기 일반식(V)의 아미딘을 수득하기 위한 반응이 0℃ 내지 각 용매의 환류 온도에서 수행되는 것을 특징으로 하는 방법.4. The process according to claim 1, wherein the reaction for obtaining amidine of general formula (V) is carried out at 0 ° C. to the reflux temperature of each solvent. 5. 제1항 내지 제3항 중 어느 한 항에 있어서, 고리화 반응에 사용된 염기가 무기 또는 유기 염기인 것을 특징으로 하는 방법.The method according to claim 1, wherein the base used in the cyclization reaction is an inorganic or organic base. 제5항에 있어서, 고리화 반응에 사용된 염기가 저급 지방족 알콜 중의 알칼리 금속 알콕시드, 또는 알킬리금속 히드록시드인 것을 특징으로 하는 방법.6. The process according to claim 5, wherein the base used in the cyclization reaction is an alkali metal alkoxide or an alkylimetal hydroxide in the lower aliphatic alcohol. 제1항 내지 제3항 중 어느 한 항에 있어서, 고리화 반응이 0℃ 내지 환류 온도에서 불활성 용매의 존재 또는 부재하에서 수행되는 것을 특징으로 하는 방법.The process according to claim 1, wherein the cyclization reaction is carried out in the presence or absence of an inert solvent at 0 ° C. to reflux temperature. 제1항 내지 제3항 중 어느 한 항에 있어서, 아미노아세토니트릴이 염기에 의하여 아미노아세토니트릴의 염으로부터 유리되는 것을 특징으로 하는 방법.The process according to claim 1, wherein the aminoacetonitrile is liberated from the salt of aminoacetonitrile with a base. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019940023448A 1993-09-17 1994-09-15 Method for preparing imidazopyridine derivative KR950008511A (en)

Applications Claiming Priority (2)

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CH281593 1993-09-17
CH93-2815 1993-09-17

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KR950008511A true KR950008511A (en) 1995-04-17

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TW (1) TW306923B (en)

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TW306923B (en) 1997-06-01
RU94033484A (en) 1996-08-10

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Patent event date: 19940915

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