EP1644319A4 - Novel halo-substituted active methylene compounds - Google Patents
Novel halo-substituted active methylene compoundsInfo
- Publication number
- EP1644319A4 EP1644319A4 EP03817135A EP03817135A EP1644319A4 EP 1644319 A4 EP1644319 A4 EP 1644319A4 EP 03817135 A EP03817135 A EP 03817135A EP 03817135 A EP03817135 A EP 03817135A EP 1644319 A4 EP1644319 A4 EP 1644319A4
- 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- Withdrawn
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
Description
Claims
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
PCT/IN2003/000216 WO2004108660A1 (en) | 2003-06-09 | 2003-06-09 | Novel halo-substituted active methylene compounds |
Publications (2)
Publication Number | Publication Date |
---|---|
EP1644319A1 EP1644319A1 (en) | 2006-04-12 |
EP1644319A4 true EP1644319A4 (en) | 2007-10-31 |
Family
ID=33495848
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP03817135A Withdrawn EP1644319A4 (en) | 2003-06-09 | 2003-06-09 | Novel halo-substituted active methylene compounds |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP1644319A4 (en) |
JP (1) | JP2006527164A (en) |
AU (1) | AU2003242989A1 (en) |
WO (1) | WO2004108660A1 (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA2578721A1 (en) * | 2004-08-26 | 2006-03-02 | Biocon Limited | Process for preparation of 4-fluoro-.alpha.-[2-methyl-1-oxopropyl].gamma.-oxo-n-.beta.-diphenylbenzene butane amide |
CN114195670B (en) * | 2021-12-31 | 2024-03-15 | 河南豫辰药业股份有限公司 | Refining method of atorvastatin mother nucleus M4 |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6254257A (en) * | 1985-05-11 | 1987-03-09 | Konishiroku Photo Ind Co Ltd | Silver halide photographic sensitive material |
WO2001072706A1 (en) * | 2000-03-28 | 2001-10-04 | Biocon India Limited | Synthesis of [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) |
WO2002057274A1 (en) * | 2001-01-19 | 2002-07-25 | Biocon India Limited | A process for the synthesis of atorvastatin form v and phenylboronates as intermediate compounds |
WO2003004457A2 (en) * | 2001-07-04 | 2003-01-16 | Ciba Specialty Chemicals Holding Inc. | Preparation process for atorvastatin and intermediates |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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 |
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 |
-
2003
- 2003-06-09 EP EP03817135A patent/EP1644319A4/en not_active Withdrawn
- 2003-06-09 AU AU2003242989A patent/AU2003242989A1/en not_active Abandoned
- 2003-06-09 WO PCT/IN2003/000216 patent/WO2004108660A1/en active Application Filing
- 2003-06-09 JP JP2005500509A patent/JP2006527164A/en active Pending
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6254257A (en) * | 1985-05-11 | 1987-03-09 | Konishiroku Photo Ind Co Ltd | Silver halide photographic sensitive material |
WO2001072706A1 (en) * | 2000-03-28 | 2001-10-04 | Biocon India Limited | Synthesis of [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) |
WO2002057274A1 (en) * | 2001-01-19 | 2002-07-25 | Biocon India Limited | A process for the synthesis of atorvastatin form v and phenylboronates as intermediate compounds |
WO2003004457A2 (en) * | 2001-07-04 | 2003-01-16 | Ciba Specialty Chemicals Holding Inc. | Preparation process for atorvastatin and intermediates |
Non-Patent Citations (1)
Title |
---|
See also references of WO2004108660A1 * |
Also Published As
Publication number | Publication date |
---|---|
EP1644319A1 (en) | 2006-04-12 |
AU2003242989A1 (en) | 2005-01-04 |
WO2004108660A1 (en) | 2004-12-16 |
JP2006527164A (en) | 2006-11-30 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
17P | Request for examination filed |
Effective date: 20051209 |
|
AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IT LI LU MC NL PT RO SE SI SK TR |
|
DAX | Request for extension of the european patent (deleted) | ||
A4 | Supplementary search report drawn up and despatched |
Effective date: 20071002 |
|
RIC1 | Information provided on ipc code assigned before grant |
Ipc: C07C 235/80 20060101AFI20070926BHEP |
|
17Q | First examination report despatched |
Effective date: 20071126 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN |
|
18D | Application deemed to be withdrawn |
Effective date: 20090324 |