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1. WO2007049293 - AN IMPROVED PROCESS FOR PREPARATION OF IRBESARTAN

Publication Number WO/2007/049293
Publication Date 03.05.2007
International Application No. PCT/IN2006/000116
International Filing Date 04.04.2006
IPC
C07D 403/10 2006.1
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
403Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/167
02containing two hetero rings
10linked by a carbon chain containing aromatic rings
C07C 13/10 2006.1
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
13Cyclic hydrocarbons containing rings other than, or in addition to, six-membered aromatic rings
02Monocyclic hydrocarbons or acyclic hydrocarbon derivatives thereof
08with a five-membered ring
10with a cyclopentane ring
A61K 31/4184 2006.1
AHUMAN NECESSITIES
61MEDICAL OR VETERINARY SCIENCE; HYGIENE
KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
31Medicinal preparations containing organic active ingredients
33Heterocyclic compounds
395having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
41having five-membered rings with two or more ring hetero atoms, at least one of which is nitrogen, e.g. tetrazole
41641,3-Diazoles
4184condensed with carbocyclic rings, e.g. benzimidazoles
A61P 9/00 2006.1
AHUMAN NECESSITIES
61MEDICAL OR VETERINARY SCIENCE; HYGIENE
PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
9Drugs for disorders of the cardiovascular system
CPC
A61P 9/00
AHUMAN NECESSITIES
61MEDICAL OR VETERINARY SCIENCE; HYGIENE
PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
9Drugs for disorders of the cardiovascular system
C07C 231/02
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
231Preparation of carboxylic acid amides
02from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
C07C 2601/08
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
2601Systems containing only non-condensed rings
06with a five-membered ring
08the ring being saturated
C07D 403/10
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
403Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
02containing two hetero rings
10linked by a carbon chain containing aromatic rings
Applicants
  • ALEMBIC LIMITED [IN]/[IN] (AllExceptUS)
  • DESHPANDE, Pandurang, Balwant [IN]/[IN] (UsOnly)
  • LUTHRA, Parven, Kumar [IN]/[IN] (UsOnly)
  • RATHOD, Dhiraj, Mohansinh [IN]/[IN] (UsOnly)
  • PATEL, Hitesh, Kantilal [IN]/[IN] (UsOnly)
  • PARIKH, Pinky, Tarak [IN]/[IN] (UsOnly)
Inventors
  • DESHPANDE, Pandurang, Balwant
  • LUTHRA, Parven, Kumar
  • RATHOD, Dhiraj, Mohansinh
  • PATEL, Hitesh, Kantilal
  • PARIKH, Pinky, Tarak
Agents
  • MAJUMDAR, Subhatosh
Priority Data
1360/MUM/200528.10.2005IN
Publication Language English (en)
Filing Language English (EN)
Designated States
Title
(EN) AN IMPROVED PROCESS FOR PREPARATION OF IRBESARTAN
(FR) MEILLEUR PROCÉDÉ POUR LA PRÉPARATION D'IRBÉSARTAN
Abstract
(EN) A process for the preparation of Irbesartan of formula (I): Formula (I) comprising the steps of: (i) reacting 4' aminomethyl-2-cyano biphenyl of formula (VI) with 1-veleramido cyclopentane carboxylic acid of formula (V): Formula (VI) & Formula (V) in an organic solvent and in the presence of an acid, without activating the -COOH group of compound of formula (V) to give 1-(2'cyanobiphenyl-4-yl-methylaminocarbonyl)-1-pentanoylamino cyclopentane of formula (VII). Formula (VII) converting the compound of formula (VII) obtained in step (i) to Irbesartan of formula (I) by reacting the compound of the formula (VII) with tributyl tin azide in o-xylene to give Irbesartan of formula (I).
(FR) L’invention concerne un procédé pour la préparation d'Irbésartan de formule (I) [Formule (I)], comprenant les étapes consistant à : (i) faire réagir du 4'-aminométhyl-2-cyanobiphényle de formule (VI) avec de l'acide 1-valéramidocyclopentanecarboxylique de formule (V) [Formule (VI) & Formule (V)] dans un solvant organique et en présence d'un acide, sans activer le groupe -COOH du composé de formule (V) pour produire du 1-(2'-cyanobiphényl-4-yl-méthylaminocarbonyl)-1-pentanoylaminocyclopentane de formule (VII) [Formule (VII)] ; (ii) convertir le composé de formule (VII) obtenu dans l'étape (i) en Irbésartan de formule (I) en faisant réagir le composé de formule (VII) avec de l'azoture de tributylétain dans de l'o-xylène pour produire de l'Irbésartan de formule (I).
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