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WO2005122682A3 - Process for the preparation of esters of piperazic acid - Google Patents

Process for the preparation of esters of piperazic acid Download PDF

Info

Publication number
WO2005122682A3
WO2005122682A3 PCT/IB2005/001726 IB2005001726W WO2005122682A3 WO 2005122682 A3 WO2005122682 A3 WO 2005122682A3 IB 2005001726 W IB2005001726 W IB 2005001726W WO 2005122682 A3 WO2005122682 A3 WO 2005122682A3
Authority
WO
WIPO (PCT)
Prior art keywords
esters
preparation
acid
piperazic acid
piperazic
Prior art date
Application number
PCT/IB2005/001726
Other languages
French (fr)
Other versions
WO2005122682A2 (en
Inventor
Yatendra Kumar
Mohan Prasad
Kaptan Singh
Surender Kumar Dhingra
Kintali Venkata Ramana
Original Assignee
Ranbaxy Lab Ltd
Yatendra Kumar
Mohan Prasad
Kaptan Singh
Surender Kumar Dhingra
Kintali Venkata Ramana
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 Ranbaxy Lab Ltd, Yatendra Kumar, Mohan Prasad, Kaptan Singh, Surender Kumar Dhingra, Kintali Venkata Ramana filed Critical Ranbaxy Lab Ltd
Publication of WO2005122682A2 publication Critical patent/WO2005122682A2/en
Publication of WO2005122682A3 publication Critical patent/WO2005122682A3/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
    • C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
    • C07D237/04—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having less than three double bonds between ring members or between ring members and non-ring members
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/12—Antihypertensives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
    • C07D237/26—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings condensed with carbocyclic rings or ring systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

The present invention provides simple and cost effective processes to prepare esters of piperazic acid, which can be useful as intermediates in synthesizing cilazapril. Key feature is treating 2, 5-dibromovaleric acid with tert-butanol in the presence of acid catalyst.
PCT/IB2005/001726 2004-06-18 2005-06-17 Process for the preparation of esters of piperazic acid WO2005122682A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IN1151/DEL/2004 2004-06-18
IN1151DE2004 2004-06-18

Publications (2)

Publication Number Publication Date
WO2005122682A2 WO2005122682A2 (en) 2005-12-29
WO2005122682A3 true WO2005122682A3 (en) 2009-08-13

Family

ID=35510173

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IB2005/001726 WO2005122682A2 (en) 2004-06-18 2005-06-17 Process for the preparation of esters of piperazic acid

Country Status (1)

Country Link
WO (1) WO2005122682A2 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2221299A3 (en) * 2009-02-11 2010-11-03 Dr. Reddy's Laboratories Ltd. Preparation of cilazapril intermediates
WO2012049646A1 (en) 2010-10-12 2012-04-19 Ranbaxy Laboratories Limited Process for the preparation of an intermediate of cilazapril

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6201118B1 (en) * 1998-08-19 2001-03-13 Vertex Pharmaceuticals Inc. Process for forming an N-acylated, N,N-containing bicyclic ring from piperazic acid or an ester thereof especially useful as an intermediate in the manufacture of a caspase inhibitor
US6703500B2 (en) * 1998-08-19 2004-03-09 Vertex Pharmaceuticals, Incorporated Method of preparing bicyclic intermediates from piperazic acid or an ester thereof useful in the manufacture of caspase inhibitors

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2128984B (en) 1982-05-12 1985-05-22 Hoffmann La Roche Diaza-bicyclic compounds
FR2777889B1 (en) 1998-04-27 2004-07-09 Hoechst Marion Roussel Inc NOVEL DERIVATIVES OF OCTAHYDRO-6,10-DIOXO-6H- PYRIDAZINO [1,2-A] [1,2] DIAZEPINE-1-CARBOXYLIC, THEIR PREPARATION PROCESS AND THEIR APPLICATION TO THE PREPARATION OF THERAPEUTICALLY ACTIVE COMPOUNDS

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6201118B1 (en) * 1998-08-19 2001-03-13 Vertex Pharmaceuticals Inc. Process for forming an N-acylated, N,N-containing bicyclic ring from piperazic acid or an ester thereof especially useful as an intermediate in the manufacture of a caspase inhibitor
US6703500B2 (en) * 1998-08-19 2004-03-09 Vertex Pharmaceuticals, Incorporated Method of preparing bicyclic intermediates from piperazic acid or an ester thereof useful in the manufacture of caspase inhibitors

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
WRIGHT ET AL: "Convenient Preparation of t-Butyl Esters and Ethers from t-Butanol", TETRAHEDRON LETTERS, vol. 38, no. 42, 1997, pages 7345 - 7348, XP002530719 *

Also Published As

Publication number Publication date
WO2005122682A2 (en) 2005-12-29

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