KR880000396A - Preparation of 2- (N-benzyl-N-methylamino) ethylmethyl 2,6-dimethyl-4- (m-nitrophenyl) -1,4-dihydropyridine-3,5-dicarboxylate and its hydrochloride salt Way - Google Patents

Preparation of 2- (N-benzyl-N-methylamino) ethylmethyl 2,6-dimethyl-4- (m-nitrophenyl) -1,4-dihydropyridine-3,5-dicarboxylate and its hydrochloride salt Way Download PDF

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KR880000396A
KR880000396A KR1019860005149A KR860005149A KR880000396A KR 880000396 A KR880000396 A KR 880000396A KR 1019860005149 A KR1019860005149 A KR 1019860005149A KR 860005149 A KR860005149 A KR 860005149A KR 880000396 A KR880000396 A KR 880000396A
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dimethyl
nitrophenyl
dihydropyridine
organic solvent
dicarboxylate
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KR1019860005149A
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KR910001440B1 (en
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안톤키크 류보
안톤 키크 류보
야즈베크 이즈토크
코크얀 다르코
크리베크 이바나
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엘이케이, 토바르나 파르마세브스키 인 케미크니 이즈델코브, 엔. 솔. 오
원본미기재
엘이케이, 토바르나 파르마세브스키인 케미크니 이즈델코브, 엔. 솔. 오
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Priority to KR1019860005149A priority Critical patent/KR910001440B1/en
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/80—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D211/84—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen directly attached to ring carbon atoms
    • C07D211/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Hydrogenated Pyridines (AREA)

Abstract

내용 없음No content

Description

2-(N-벤질-N-메틸아니모) 에틸메틸 2,6-디메틸-4-(m-니트로페닐)-1,4-디히드로피리딘-3,5-디카르복실레이트 및 그의 염산염의 제조방법2- (N-benzyl-N-methylanimo) ethylmethyl 2,6-dimethyl-4- (m-nitrophenyl) -1,4-dihydropyridine-3,5-dicarboxylate and its hydrochloride salt Manufacturing method

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음As this is a public information case, the full text was not included.

Claims (8)

디메틸 2,6-디메틸-4-(m-니트로페닐)-1,4-디히드로피리딘-3,5-디카르복실레이트를 불활성 유기 용매 존재하에 실온 내지 반응 혼합물의 환류 온도에서 알칼리 수산화물 수용액으로 부분 분해하여 하기 일반식(Ⅱ)의 3-메톡시카르보닐-2,6-디메틸-4-(m-니트로페닐)-1,4-디히드로피리딘-5-카르복실산을 수득하고, 이를 유기용매 존재 또는 부재하 및 N,N′-디시클로헥실카르보디이미드 존재하에 25-120℃의 온도에서 하기 일반식(Ⅲ)의 N-(2-히드록시에틸)-N-벤질메틸아민과 반응시키고, 필요하다면 그의 약학적으로 수용가능한 염산염으로 전환시킴을 특징으로 하는 하기 일반식(Ⅰ)의 2-(N-벤질-N-메틸아미노)에틸메틸 2,6-디메틸-4-(m-니트로페닐)-1,4-디히드로피리딘-3,5-디카르복실레이트 및 그의 염산염의 제조방법.Dimethyl 2,6-dimethyl-4- (m-nitrophenyl) -1,4-dihydropyridine-3,5-dicarboxylate is added to the aqueous alkali hydroxide solution at room temperature to the reflux temperature of the reaction mixture in the presence of an inert organic solvent. Partial decomposition to give 3-methoxycarbonyl-2,6-dimethyl-4- (m-nitrophenyl) -1,4-dihydropyridine-5-carboxylic acid of formula (II) N- (2-hydroxyethyl) -N-benzylmethylamine of the following general formula (III) at a temperature of 25-120 ° C in the presence or absence of an organic solvent and in the presence of N, N'-dicyclohexylcarbodiimide And 2- (N-benzyl-N-methylamino) ethylmethyl 2,6-dimethyl-4- (m) of formula (I) characterized in that it is reacted and, if necessary, converted to its pharmaceutically acceptable hydrochloride salt. Nitrophenyl) -1,4-dihydropyridine-3,5-dicarboxylate and its hydrochloride method. 제 1 항에 있어서, 부분 가수분해가 수산화나트륨 수용액 존재하에 수행되는 방법.The process of claim 1 wherein the partial hydrolysis is carried out in the presence of an aqueous sodium hydroxide solution. 제 1 항에 있어서, 메탄올과 같은 저급알콜을 부분 가수분해시의 불활성 유기 용매로 사용하는 방법.The method according to claim 1, wherein a lower alcohol such as methanol is used as an inert organic solvent during partial hydrolysis. 디메틸 2,6-디메틸-4-(m-니트로페닐)-1,4-디히드로피리딘-3,5-디카르복실레이트를 불활성 유기용매 존재하에 실온 내지 반응 혼합물의 환류온도에서 알칼리 수산화물 수용액으로 부분 분해하여 하기 일반식(Ⅱ)의 3-메톡시카르보닐-2,6-디메틸-4-(m-니트로페닐)-1,4-디히드로피리딘-5-카르복실산을 수득하고, 이를 불활성 유기 용매 및 양자 수용체 존재하에 25-140℃의 온도에서 하기 일반식(Ⅵ)의 N-(2-할로에틸)-N-벤질-메틸아민과 반응시키고, 필요하다면 그의 약학적으로 수용가능한 염산 염으로 전환시킴을 특징으로 하는 하기 일반식(Ⅰ)의 2-(N-벤질-N-메틸아미노)에틸메틸 2,6-디메틸-4-(m-니트로페닐)-1,4-디히드로 피리딘-3,5-디카르복실레이트 및 그의 염산염의 제조방법.Dimethyl 2,6-dimethyl-4- (m-nitrophenyl) -1,4-dihydropyridine-3,5-dicarboxylate is reacted with an aqueous alkali hydroxide solution at room temperature to the reflux temperature of the reaction mixture in the presence of an inert organic solvent. Partial decomposition to give 3-methoxycarbonyl-2,6-dimethyl-4- (m-nitrophenyl) -1,4-dihydropyridine-5-carboxylic acid of formula (II) React with N- (2-haloethyl) -N-benzyl-methylamine of the following formula (VI) at a temperature of 25-140 ° C. in the presence of an inert organic solvent and proton acceptor, if necessary pharmaceutically acceptable hydrochloric acid 2- (N-benzyl-N-methylamino) ethylmethyl 2,6-dimethyl-4- (m-nitrophenyl) -1,4-dihydro of the general formula (I) Method for preparing pyridine-3,5-dicarboxylate and its hydrochloride salt. (식중, X는 염소 또는 브롬과 같은 할로겐이다).Wherein X is halogen such as chlorine or bromine. 제 4 항에 있어서, 부분 가수분해가 수산화나트륨 수용액 존재하에 수행되는 방법.The method of claim 4 wherein the partial hydrolysis is carried out in the presence of an aqueous sodium hydroxide solution. 제 4 항에 있어서, 메탄올과 같은 저급알콜을 부분가수분해시의 불활성 유기용매로 사용하는 방법.The method according to claim 4, wherein a lower alcohol such as methanol is used as an inert organic solvent in partial hydrolysis. 제 4 항에 있어서, n-부탄올과 같은 저급알콜을 불활성 유기용매로 사용하는 방법.The method according to claim 4, wherein a lower alcohol such as n-butanol is used as the inert organic solvent. 제 4 항에 있어서, 트리에틸아민과 같은 유기염기를 양자 수용체로 사용하는 방법.The method according to claim 4, wherein an organic base such as triethylamine is used as a proton acceptor. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019860005149A 1986-06-26 1986-06-26 Process for preparing 2-(n-benzyl-n-methyl omino)-ethyl methyl 2,6-dimethyl-4-(m-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate and its hydrochloride salt KR910001440B1 (en)

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KR1019860005149A KR910001440B1 (en) 1986-06-26 1986-06-26 Process for preparing 2-(n-benzyl-n-methyl omino)-ethyl methyl 2,6-dimethyl-4-(m-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate and its hydrochloride salt

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KR1019860005149A KR910001440B1 (en) 1986-06-26 1986-06-26 Process for preparing 2-(n-benzyl-n-methyl omino)-ethyl methyl 2,6-dimethyl-4-(m-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate and its hydrochloride salt

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KR880000396A true KR880000396A (en) 1988-03-25
KR910001440B1 KR910001440B1 (en) 1991-03-07

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