AR040777A1 - Procedimiento para preparar fenilamida del acido 5-( 4-fluorofenil)-1-(2((2r,4r)-4-hidroxi-6-oxo-tetrahidro-piran-2il) etil) -2-isopropil-4-fenil-1-h-pirrol-3- carboxilico - Google Patents

Procedimiento para preparar fenilamida del acido 5-( 4-fluorofenil)-1-(2((2r,4r)-4-hidroxi-6-oxo-tetrahidro-piran-2il) etil) -2-isopropil-4-fenil-1-h-pirrol-3- carboxilico

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Publication number
AR040777A1
AR040777A1 AR20030102789A ARP030102789A AR040777A1 AR 040777 A1 AR040777 A1 AR 040777A1 AR 20030102789 A AR20030102789 A AR 20030102789A AR P030102789 A ARP030102789 A AR P030102789A AR 040777 A1 AR040777 A1 AR 040777A1
Authority
AR
Argentina
Prior art keywords
compound
formula
carboxilico
isopropil
pirrol
Prior art date
Application number
AR20030102789A
Other languages
English (en)
Original Assignee
Warner Lambert Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Warner Lambert Co filed Critical Warner Lambert Co
Publication of AR040777A1 publication Critical patent/AR040777A1/es

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/06Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/06Antihyperlipidemics

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Obesity (AREA)
  • Diabetes (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Hematology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Pyrrole Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Indole Compounds (AREA)

Abstract

Reivindicación 1: Un procedimiento para la preparación de un compuesto de fórmula (1) que comprende (a) poner en contacto en un disolvente un compuesto de fórmula (2) con un catalizador de un metal de transición, una fuente de H y una base para proporcionar un compuesto de fórmula (3); en donde R1 se define como -XR, en donde X es O; S o Se, o R1 es R3-N-R2, en donde R2 y R3 son, independientemente, alquilo, cicloalquilo, arilalquilo, o arilo, o R2 y R3 tomados juntos son -(CH2)4-, -(CH2)5-, -(CH(R4)-CH2)3-, -(CH(R4)-CH2)4-, -(CH(R4)-CH2)2-CH(R4))-, -(CH(R4)-CH2)3-CH(R4))-, -CH2-CH2-A-CH2-CH2-, -CH(R4)-CH2-A-CH2-CH2-, -CH(R4)-CH2-A-CH2-CH(R4)-, en donde R4 es alquilo de uno a cuatro átomos de carbono, A es O, S o N, y R se define como alquilo, arilo, arilalquilo o heteroarilo; y( b) conversión del compuesto de fórmula (3), en donde R1 es como se ha definido anteriormente, en un compuesto de fórmula (4) usando una base en metanol acuoso; y (c) poner en contacto en un disolvente el compuesto de fórmula (4) con un ácido para proporcionar un compuesto de fórmula (1).
AR20030102789A 2002-08-06 2003-08-04 Procedimiento para preparar fenilamida del acido 5-( 4-fluorofenil)-1-(2((2r,4r)-4-hidroxi-6-oxo-tetrahidro-piran-2il) etil) -2-isopropil-4-fenil-1-h-pirrol-3- carboxilico AR040777A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US40170702P 2002-08-06 2002-08-06

Publications (1)

Publication Number Publication Date
AR040777A1 true AR040777A1 (es) 2005-04-20

Family

ID=31715723

Family Applications (1)

Application Number Title Priority Date Filing Date
AR20030102789A AR040777A1 (es) 2002-08-06 2003-08-04 Procedimiento para preparar fenilamida del acido 5-( 4-fluorofenil)-1-(2((2r,4r)-4-hidroxi-6-oxo-tetrahidro-piran-2il) etil) -2-isopropil-4-fenil-1-h-pirrol-3- carboxilico

Country Status (20)

Country Link
US (3) US6777560B2 (es)
EP (1) EP1534704B1 (es)
JP (1) JP2005539018A (es)
CN (1) CN100357289C (es)
AR (1) AR040777A1 (es)
AT (1) ATE368661T1 (es)
AU (1) AU2003247124A1 (es)
BR (1) BR0313246A (es)
CA (1) CA2494269A1 (es)
DE (1) DE60315308T2 (es)
ES (1) ES2287549T3 (es)
HK (1) HK1077825A1 (es)
IL (1) IL166119A0 (es)
MX (1) MXPA05001427A (es)
PL (1) PL375415A1 (es)
RS (1) RS20050105A (es)
RU (1) RU2279430C2 (es)
TW (1) TW200413358A (es)
WO (1) WO2004014896A1 (es)
ZA (1) ZA200500049B (es)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN100357289C (zh) * 2002-08-06 2007-12-26 沃尼尔·朗伯有限责任公司 制备5-(4-氟苯基)-1-[2-((2r,4r)-4-羟基-6-氧代-四氢-吡喃-2-基)乙基]-2-异丙基-4-苯基-1h-吡咯-3-羧酸苯基酰胺的方法
KR100780984B1 (ko) * 2003-04-14 2007-11-29 워너-램버트 캄파니 엘엘씨 5-(4-플루오로페닐)-1-[2-((2r,4r)-4-히드록시-6-옥소-테트라히드로-피란-2-일)에틸]-2-이소프로필-4-페닐-1h-피롤-3-카르복실산 페닐아미드의 제조 방법
NZ543741A (en) 2003-05-30 2009-10-30 Ranbaxy Lab Ltd Substituted pyrrole derivatives and their use as HMG-Co inhibitors
US8026377B2 (en) 2005-11-08 2011-09-27 Ranbaxy Laboratories, Limited Process for (3R, 5R)-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-[(4-hydroxy methyl phenyl amino) carbonyl]-pyrrol-1-yl]-3,5-dihydroxy-heptanoic acid hemi calcium salt
JP4077863B1 (ja) 2007-05-31 2008-04-23 タヒボジャパン株式会社 抗癌活性を有する光学活性2−(1−ヒドロキシエチル)−5−ヒドロキシナフト[2,3−b]フラン−4,9−ジオンの製法
CN101205209B (zh) * 2007-12-25 2010-06-02 浙江新东港药业股份有限公司 一种阿伐他汀中间体的精制方法
US9334266B2 (en) 2009-09-04 2016-05-10 The University Of Toledo Catalysts and related processes for producing optically pure beta-lactones from aldehydes and compositions produced thereby
CN106083656B (zh) * 2016-06-20 2018-11-13 连云港笃翔化工有限公司 一种地瑞那韦关键中间体的合成方法
US12027979B2 (en) 2020-06-10 2024-07-02 Apple Inc. Battery path impedance compensation
CN116496496A (zh) * 2023-04-27 2023-07-28 中国石油大学(华东) 一种基于三嗪共价框架材料(CTFs)制备单位点催化剂的制备方法

Family Cites Families (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US509045A (en) * 1893-11-21 passburg
US4681893A (en) 1986-05-30 1987-07-21 Warner-Lambert Company Trans-6-[2-(3- or 4-carboxamido-substituted pyrrol-1-yl)alkyl]-4-hydroxypyran-2-one inhibitors of cholesterol synthesis
US5245047A (en) 1988-02-22 1993-09-14 Warner-Lambert Company Process for trans-6-[2-(substituted-pyrrol-1-yl)alkyl]pyran-2-one inhibitors of cholesterol synthesis
US5003080A (en) 1988-02-22 1991-03-26 Warner-Lambert Company Process for trans-6-(2-(substituted-pyrrol-1-yl)alkyl)pryan-2-one inhibitors of cholesterol synthesis
US5216174A (en) 1988-02-22 1993-06-01 Warner-Lambert Co. Process for trans-6-[12-(substituted-pyrrol-1-yl)alkyl]pyran-2-one inhibitors of cholesterol synthesis
US5097045A (en) 1989-02-01 1992-03-17 Warner-Lambert Company Process for trans-6-[2-(substituted-pyrrol-1-yl)alkyl]pyran-2-one inhibitors of cholesterol synthesis
US5124482A (en) 1988-02-22 1992-06-23 Warner-Lambert Company Process for trans-6-(2-substituted-pyrrol-1-yl)alkyl)pyran-2-one inhibitors of cholesterol synthesis
US5149837A (en) 1988-02-22 1992-09-22 Warner-Lambert Company Process for trans-6-[2-(substituted-pyrrol-1-yl)alkyl]pyran-2-one inhibitors of cholesterol synthesis
FI94339C (fi) 1989-07-21 1995-08-25 Warner Lambert Co Menetelmä farmaseuttisesti käyttökelpoisen /R-(R*,R*)/-2-(4-fluorifenyyli)- , -dihydroksi-5-(1-metyylietyyli)-3-fenyyli-4-/(fenyyliamino)karbonyyli/-1H-pyrroli-1-heptaanihapon ja sen farmaseuttisesti hyväksyttävien suolojen valmistamiseksi
US5248793A (en) 1990-10-17 1993-09-28 Warner-Lambert Company Process for the synthesis of (4R-cis)-1,1-dimethylethyl 6-iodomethyl or 6-(phenyl-substituted)sulfonyloxymethyl-2,2-dimethyl-1,3-dioxane-4-acetate
US5103024A (en) 1990-10-17 1992-04-07 Warner-Lambert Company Process for the synthesis of (4r-cis)-1,1-dimethylethyl 6-cyanomethyl-2,2-dimethyl-1,3-dioxane-4-acetate
US5155251A (en) 1991-10-11 1992-10-13 Warner-Lambert Company Process for the synthesis of (5R)-1,1-dimethylethyl-6-cyano-5-hydroxy-3-oxo-hexanoate
US5298627A (en) 1993-03-03 1994-03-29 Warner-Lambert Company Process for trans-6-[2-(substituted-pyrrol-1-yl)alkyl]pyran-2-one inhibitors of cholesterol synthesis
WO1997003959A1 (en) 1995-07-17 1997-02-06 Warner-Lambert Company Crystalline [r-(r*,r*)]-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoic acid hemi calcium salt (atorvastatin)
HRP960313B1 (en) 1995-07-17 2002-08-31 Warner Lambert Co Form iii crystalline (r- (r*, r*)-2- (4-fluorophenyl) -beta-delta-hydroxy-5-(1-methylethyl) -3-phenyl-4- ((phenylamino) carbonyl -1h-pyrrole-1-heptanoic acid calcium salt (2:1)
US6087511A (en) 1996-07-16 2000-07-11 Warner-Lambert Company Process for the production of amorphous [R-(R*,R*)]-2-(4-fluorophenyl)-β,δ-dihydroxy-5-(1-methylethyl )-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrole-1-heptanoic acid) calcium salt (2:1)
IL127058A (en) 1996-07-29 2001-07-24 Warner Lambert Co Process for the synthesis of protected esters of acid (S) - 4,3 dehydroxybutyric
US6753443B1 (en) * 1999-10-18 2004-06-22 Samsung Fine Chemicals Co., Ltd. Preparing method of chiral ester
US6476235B2 (en) 2001-01-09 2002-11-05 Warner-Lambert Company Process for the synthesis of 5-(4-fluorophenyl)-1-[2-((2R,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-ethyl]-2-isopropyl-4-phenyl-1H-pyrrole-3-carboxylic acid phenylamide
US6562201B2 (en) * 2001-06-08 2003-05-13 Applied Semiconductor, Inc. Semiconductive polymeric system, devices incorporating the same, and its use in controlling corrosion
CN100357289C (zh) * 2002-08-06 2007-12-26 沃尼尔·朗伯有限责任公司 制备5-(4-氟苯基)-1-[2-((2r,4r)-4-羟基-6-氧代-四氢-吡喃-2-基)乙基]-2-异丙基-4-苯基-1h-吡咯-3-羧酸苯基酰胺的方法

Also Published As

Publication number Publication date
RU2279430C2 (ru) 2006-07-10
IL166119A0 (en) 2006-01-15
RS20050105A (en) 2007-11-15
DE60315308T2 (de) 2007-12-20
HK1077825A1 (en) 2006-02-24
WO2004014896A1 (en) 2004-02-19
US20040220254A1 (en) 2004-11-04
BR0313246A (pt) 2005-06-14
PL375415A1 (en) 2005-11-28
CA2494269A1 (en) 2004-02-19
US7084282B2 (en) 2006-08-01
ZA200500049B (en) 2006-07-26
JP2005539018A (ja) 2005-12-22
ATE368661T1 (de) 2007-08-15
RU2005102839A (ru) 2005-07-10
CN100357289C (zh) 2007-12-26
US6777560B2 (en) 2004-08-17
US20040068121A1 (en) 2004-04-08
US20060106228A1 (en) 2006-05-18
DE60315308D1 (de) 2007-09-13
MXPA05001427A (es) 2005-06-06
ES2287549T3 (es) 2007-12-16
CN1675200A (zh) 2005-09-28
EP1534704A1 (en) 2005-06-01
EP1534704B1 (en) 2007-08-01
AU2003247124A1 (en) 2004-02-25
TW200413358A (en) 2004-08-01

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