EP1644319A1 - Nouveaux composes de methylene actif halo-substitues - Google Patents

Nouveaux composes de methylene actif halo-substitues

Info

Publication number
EP1644319A1
EP1644319A1 EP03817135A EP03817135A EP1644319A1 EP 1644319 A1 EP1644319 A1 EP 1644319A1 EP 03817135 A EP03817135 A EP 03817135A EP 03817135 A EP03817135 A EP 03817135A EP 1644319 A1 EP1644319 A1 EP 1644319A1
Authority
EP
European Patent Office
Prior art keywords
formula
compounds
formula iii
compound
iii
Prior art date
Legal status (The legal status 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 status listed.)
Withdrawn
Application number
EP03817135A
Other languages
German (de)
English (en)
Other versions
EP1644319A4 (fr
Inventor
Joy c/o Biocon Limited MATHEW
Tom Thomas c/o Biocon Limited PUTHIAPARAMPIL
Madhavan c/o Biocon Limited SRIDHARAN
Shanker Padudevastana c/o Biocon Limited SATHYA
Sambasivam c/o Biocon Limited GANESH
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Biocon Ltd
Original Assignee
Biocon Ltd
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 Biocon Ltd filed Critical Biocon Ltd
Publication of EP1644319A1 publication Critical patent/EP1644319A1/fr
Publication of EP1644319A4 publication Critical patent/EP1644319A4/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/70—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/72—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton with the carbon atoms of the carboxamide groups bound to acyclic carbon atoms
    • C07C235/80—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton with the carbon atoms of the carboxamide groups bound to acyclic carbon atoms having carbon atoms of carboxamide groups and keto groups bound to the same carbon atom, e.g. acetoacetamides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/12—Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups

Definitions

  • the compounds of formula I can be prepared by a novel process comprising, a) a) halogenation of compound of formula II to afford a compounds of formula HI, b) reaction of compounds of formula III with compounds of formula IV.
  • G any alkyl or aryl
  • HMG Co-A reductase inhibitors are important intermediates for the preparation of drug molecules especially, HMG Co-A reductase inhibitors.
  • the HMG Co-A reductase inhibitors are useful as inhibitors of the enzyme 3-hydroxy-3- methylglutaryl-coenzyme A reductase (HMG CoA reductase) and are thus useful as hvpolipidemic or hypocholesterolemic agents.
  • G any alkyl or aryl
  • FORMULA I The process of the present invention is new, economical, and commercially feasible method for preparing intermediates used for the preparation of HMG CoA reductase inhibitors.
  • reaction between compounds of formula II and III is carried out in the presence of reagents selected from Bromine, N-bromosuccinimide, thionyl chloride, Br 2 (CN) 2 , 4-(dimethylamino)pyridinium bromide or any such suitable halogenating agent.
  • reagents selected from Bromine, N-bromosuccinimide, thionyl chloride, Br 2 (CN) 2 , 4-(dimethylamino)pyridinium bromide or any such suitable halogenating agent.
  • the compounds of formula III can be further used for preparation of 4-
  • Fluoro- ⁇ -[2-methyl-l-oxopropyl] ⁇ -oxo-N- ⁇ -diphenylbenzene butane amide which is key intermediate for manufacture of [R-(R*,R*)]-2-(4-Fluorophenyl)-B,D-Dihydroxy- 5-(l-Methylethyl)-3-Phenyl-4-[(Phenyl amino) Carbonyl]-lh-Pyrrole-l-Heptanoic Acid, by reacting with compound of formula IV.
  • the reaction between compounds of formula III and formula IV is carried out in the presence of reagents selected from Lithium diisopropylamide, sodium hydride n-butyllithium, sodium ethoxide or any such suitable base.
  • Halogenation X any halogen

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

L'invention concerne un nouveau procédé de préparation de composés de formule (I) utilisant de nouveaux composés de méthylène actif halo-substitués de formule (III). L'invention concerne également un procédé de préparation associé.
EP03817135A 2003-06-09 2003-06-09 Nouveaux composes de methylene actif halo-substitues Withdrawn EP1644319A4 (fr)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/IN2003/000216 WO2004108660A1 (fr) 2003-06-09 2003-06-09 Nouveaux composes de methylene actif halo-substitues

Publications (2)

Publication Number Publication Date
EP1644319A1 true EP1644319A1 (fr) 2006-04-12
EP1644319A4 EP1644319A4 (fr) 2007-10-31

Family

ID=33495848

Family Applications (1)

Application Number Title Priority Date Filing Date
EP03817135A Withdrawn EP1644319A4 (fr) 2003-06-09 2003-06-09 Nouveaux composes de methylene actif halo-substitues

Country Status (4)

Country Link
EP (1) EP1644319A4 (fr)
JP (1) JP2006527164A (fr)
AU (1) AU2003242989A1 (fr)
WO (1) WO2004108660A1 (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20070249865A1 (en) * 2004-08-26 2007-10-25 Biocon Limited Process for Preparation of 4-Fluoro-Alpha-[2-Methyl-1-Oxopropyl]-Gamma-Oxo-N-Beta- Diphenylbenzene Butane Amide
CN114195670B (zh) * 2021-12-31 2024-03-15 河南豫辰药业股份有限公司 一种阿托伐他汀母核m4的精制方法

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6254257A (ja) * 1985-05-11 1987-03-09 Konishiroku Photo Ind Co Ltd ハロゲン化銀写真感光材料
WO2001072706A1 (fr) * 2000-03-28 2001-10-04 Biocon India Limited Synthese de l'acide [r-(r*,r*)]-2-(4-fluorophenyl)-beta, delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoique sous forme de sel hemi-calcique (atorvastatine)
WO2002057274A1 (fr) * 2001-01-19 2002-07-25 Biocon India Limited Procede de synthese de la forme v de l'atorvastatine et de phenylboronates utilises en tant que composes intermediaires
WO2003004457A2 (fr) * 2001-07-04 2003-01-16 Ciba Specialty Chemicals Holding Inc. Procede de preparation d'un inhibiteur

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
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

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6254257A (ja) * 1985-05-11 1987-03-09 Konishiroku Photo Ind Co Ltd ハロゲン化銀写真感光材料
WO2001072706A1 (fr) * 2000-03-28 2001-10-04 Biocon India Limited Synthese de l'acide [r-(r*,r*)]-2-(4-fluorophenyl)-beta, delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoique sous forme de sel hemi-calcique (atorvastatine)
WO2002057274A1 (fr) * 2001-01-19 2002-07-25 Biocon India Limited Procede de synthese de la forme v de l'atorvastatine et de phenylboronates utilises en tant que composes intermediaires
WO2003004457A2 (fr) * 2001-07-04 2003-01-16 Ciba Specialty Chemicals Holding Inc. Procede de preparation d'un inhibiteur

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of WO2004108660A1 *

Also Published As

Publication number Publication date
AU2003242989A1 (en) 2005-01-04
JP2006527164A (ja) 2006-11-30
EP1644319A4 (fr) 2007-10-31
WO2004108660A1 (fr) 2004-12-16

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