KR960007562A - (-)-n-메틸-n-[4-(4-페닐-4-아세틸아미노피페리딘-1-일)-2-(3,4-디클로로페닐)부틸]벤즈아미드 및 약학적으로 허용 가능한 그의 염의 제조 방법 - Google Patents
(-)-n-메틸-n-[4-(4-페닐-4-아세틸아미노피페리딘-1-일)-2-(3,4-디클로로페닐)부틸]벤즈아미드 및 약학적으로 허용 가능한 그의 염의 제조 방법 Download PDFInfo
- Publication number
- KR960007562A KR960007562A KR1019950026201A KR19950026201A KR960007562A KR 960007562 A KR960007562 A KR 960007562A KR 1019950026201 A KR1019950026201 A KR 1019950026201A KR 19950026201 A KR19950026201 A KR 19950026201A KR 960007562 A KR960007562 A KR 960007562A
- Authority
- KR
- South Korea
- Prior art keywords
- formula
- reaction
- dichlorophenyl
- phenyl
- benzamide
- Prior art date
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Classifications
-
- 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
- C07D211/06—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 no double bonds between ring members or between ring members and non-ring members
- C07D211/36—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 no 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/60—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D211/62—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals attached in position 4
- C07D211/64—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals attached in position 4 having an aryl radical as the second substituent in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C215/22—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated
- C07C215/28—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/32—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
- C07C255/41—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by carboxyl groups, other than cyano groups
-
- 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
- C07D211/06—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 no double bonds between ring members or between ring members and non-ring members
- C07D211/36—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 no 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/56—Nitrogen atoms
- C07D211/58—Nitrogen atoms attached in position 4
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Hydrogenated Pyridines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
본 발명은 식(I)의 (+)-2-(3,4-디클로로페닐)-4-히드록시부틸아민의 제조 및 합성 중간 산물로써 식(I)의 화합물을 사용하는 (-)-N-메틸-N-[4-(4-페닐-아세틸아미노피페리딘-1-일)-2-(3,4-디클로로페닐)부틸]벤즈아미드 및 그의 약학적으로 허용 가능한 그의 염의 제조 방법이다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (7)
- 하기 단계를 특징으로 하는 (-)-N-메틸-N-[4-(4-페닐-아세틸아미노피페리딘-1-일)-2-(3,4-디클로로페닐)부틸]벤즈아미드 및 그의 약학적으로 허용 가능한 그의 염의 제조 방법: (a)식(I)의 화합물과 벤조산의 작용 유도체와의 반응;(b)그렇게 수득된 식(Ⅷ)의 (-)-N-[2-(3,4-디클로로페닐-4-히드록시)부틸]벤즈아미드와 디히드로피란과의 반응:(c)그렇게 수득된 식(Ⅸ)의 O-보호 화합물과 디메틸술페이트와의 반응;(d)그렇게 수득된 식(X)의 화합물의 산성 매질에서의 O-탈보호반응;(e)그렇게 수득된 식(XI)의 화합물에 벤젠술폰산의 작용 유도체의 처리;(f)그렇게 수득된 식(XⅡ)의 벤젠술포네이트와 4-아세틸아미노-4-페닐피페리딘과의 반응; 및(g)(-)-N-메틸-N-[4-(4-페닐-아세틸아미노피페리딘-1-일)-2-(3,4-디클로로페닐)부틸]벤즈아미드의 분리, 또는 소망된다면, 약학적으로 허용 가능한 염의 하나로 전환.
- 제1항에 있어서, 단계(b)에서의 O-보호 반응이 산의 존재하에서 수행됨을 특징으로 하는 방법.
- 제1항에 있어서, 단계(c)에서의 디메틸술페이트와의 반응이 비양성자성 극성 용매중 수소화나트륨의 존재하에서 수행됨을 특징으로 하는 방법.
- 제1항에 있어서, 단계(f)에서의 식(XⅡ)의 화합물과 4-페닐-4-아세틸아미노피페리딘의 반응이 염기 존재하의 비양성자성극성 용매에서 수행됨을 특징으로 하는 방법.
- 제1항 내지 4항중 어느 한 항에 있어서, 단계(a) 및 (b)가 조합됨을 특징으로 하는 방법.
- 제1항 내지 4항중 어느 한 항에 있어서, 단계(c) 및 (d)가 조합됨을 특징으로 하는 방법.
- 제1항 내지 4항중 어느 한 항에 있어서, 단계(e), (f) 및 (g)가 조합됨을 특징으로 하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/294035 | 1994-08-24 | ||
US08/294,035 US5512680A (en) | 1993-02-26 | 1994-08-24 | Process for the preparation of an optically pure aminoalcohol |
Publications (2)
Publication Number | Publication Date |
---|---|
KR960007562A true KR960007562A (ko) | 1996-03-22 |
KR100275978B1 KR100275978B1 (ko) | 2000-12-15 |
Family
ID=23131621
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019950026201A KR100275978B1 (ko) | 1994-08-24 | 1995-08-23 | (-)-n-메틸-n-(4-(4-페닐-4-아세틸아미노피페리딘-1-일)-2-(3,4-디클로로페닐)부틸)벤즈아미드 및 약학적으로 허용가능한 그의 염의 제조방법 |
Country Status (24)
Country | Link |
---|---|
US (2) | US5512680A (ko) |
EP (1) | EP0698601B1 (ko) |
JP (1) | JP3037592B2 (ko) |
KR (1) | KR100275978B1 (ko) |
AT (1) | ATE172964T1 (ko) |
AU (1) | AU685971B2 (ko) |
BR (1) | BR9503776A (ko) |
CA (1) | CA2156764C (ko) |
CZ (1) | CZ289654B6 (ko) |
DE (1) | DE69505756T2 (ko) |
DK (1) | DK0698601T3 (ko) |
ES (1) | ES2125574T3 (ko) |
FI (1) | FI116221B (ko) |
HU (1) | HU218485B (ko) |
IL (1) | IL114866A (ko) |
MY (1) | MY116365A (ko) |
NO (1) | NO305167B1 (ko) |
NZ (1) | NZ272827A (ko) |
PL (1) | PL182914B1 (ko) |
RU (1) | RU2097376C1 (ko) |
SI (1) | SI0698601T1 (ko) |
SK (1) | SK281454B6 (ko) |
TW (1) | TW410223B (ko) |
ZA (1) | ZA957025B (ko) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2792835B3 (fr) * | 1999-04-27 | 2001-05-25 | Sanofi Sa | Utilisation du saredutant pour la preparation de medicaments utiles dans le traitement ou la prevention de l'ensemble des troubles de l'humeur, des troubles de l'adaptation ou des troubles mixtes anxiete-depression |
WO2007020079A2 (en) * | 2005-08-17 | 2007-02-22 | Synthon B.V. | Orally disintegratable simvastatin tablets |
JP2009191006A (ja) * | 2008-02-14 | 2009-08-27 | Sumitomo Chemical Co Ltd | 光学活性な4−アミノ−3−(3,4−ジクロロフェニル)ブタン−1−オールの製造方法およびその中間体 |
US20180208544A1 (en) | 2015-07-13 | 2018-07-26 | Piramal Enterprises Limited | An improved process for the preparation of baclofen and its intermediate |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FI97540C (fi) * | 1989-11-06 | 1997-01-10 | Sanofi Sa | Menetelmä terapeuttisesti käyttökelpoisten, aromaattisesti substituoitujen piperidiini- ja piperatsiinijohdannaisten valmistamiseksi |
IL99320A (en) * | 1990-09-05 | 1995-07-31 | Sanofi Sa | Arylalkylamines, their preparation and pharmaceutical preparations containing them |
FR2676054B1 (fr) | 1991-05-03 | 1993-09-03 | Sanofi Elf | Nouveaux composes n-alkylenepiperidino et leurs enantiomeres, procede pour leur preparation et compositions pharmaceutiques les contenant. |
FR2688219B1 (fr) | 1992-03-03 | 1994-07-08 | Sanofi Elf | Sels d'ammonium quaternaires de composes aromatiques amines, leur preparation et compositions pharmaceutiques les contenant. |
US5391819A (en) * | 1992-09-30 | 1995-02-21 | Merck & Co., Inc. | Process of making chiral 2-aryl-1,4-butanediamine derivatives as useful neurokinin-A antagonists |
FR2701946B1 (fr) * | 1993-02-26 | 1995-05-24 | Sanofi Elf | Procédé pour la préparation d'un aminoalcool optiquement pur. |
-
1994
- 1994-08-24 US US08/294,035 patent/US5512680A/en not_active Expired - Lifetime
-
1995
- 1995-08-08 IL IL11486695A patent/IL114866A/xx not_active IP Right Cessation
- 1995-08-16 MY MYPI95002400A patent/MY116365A/en unknown
- 1995-08-22 NZ NZ272827A patent/NZ272827A/en not_active IP Right Cessation
- 1995-08-22 ZA ZA957025A patent/ZA957025B/xx unknown
- 1995-08-22 SK SK1030-95A patent/SK281454B6/sk not_active IP Right Cessation
- 1995-08-23 ES ES95401935T patent/ES2125574T3/es not_active Expired - Lifetime
- 1995-08-23 KR KR1019950026201A patent/KR100275978B1/ko not_active IP Right Cessation
- 1995-08-23 DE DE69505756T patent/DE69505756T2/de not_active Expired - Lifetime
- 1995-08-23 AU AU30216/95A patent/AU685971B2/en not_active Ceased
- 1995-08-23 CA CA002156764A patent/CA2156764C/en not_active Expired - Lifetime
- 1995-08-23 DK DK95401935T patent/DK0698601T3/da active
- 1995-08-23 AT AT95401935T patent/ATE172964T1/de active
- 1995-08-23 CZ CZ19952164A patent/CZ289654B6/cs not_active IP Right Cessation
- 1995-08-23 NO NO953313A patent/NO305167B1/no not_active IP Right Cessation
- 1995-08-23 EP EP95401935A patent/EP0698601B1/en not_active Expired - Lifetime
- 1995-08-23 BR BR9503776A patent/BR9503776A/pt not_active Application Discontinuation
- 1995-08-23 SI SI9530196T patent/SI0698601T1/xx not_active IP Right Cessation
- 1995-08-23 RU RU95114391/04A patent/RU2097376C1/ru not_active IP Right Cessation
- 1995-08-24 HU HU9502481A patent/HU218485B/hu not_active IP Right Cessation
- 1995-08-24 PL PL95310155A patent/PL182914B1/pl not_active IP Right Cessation
- 1995-08-24 FI FI953994A patent/FI116221B/fi not_active IP Right Cessation
- 1995-08-24 JP JP7216328A patent/JP3037592B2/ja not_active Expired - Fee Related
- 1995-08-31 TW TW084109104A patent/TW410223B/zh not_active IP Right Cessation
-
1996
- 1996-02-07 US US08/598,001 patent/US5780666A/en not_active Expired - Lifetime
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