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WO2006018703A3 - Processes for preparation of narwedine and its use in the synthesis of galantamine - Google Patents

Processes for preparation of narwedine and its use in the synthesis of galantamine Download PDF

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Publication number
WO2006018703A3
WO2006018703A3 PCT/IB2005/002431 IB2005002431W WO2006018703A3 WO 2006018703 A3 WO2006018703 A3 WO 2006018703A3 IB 2005002431 W IB2005002431 W IB 2005002431W WO 2006018703 A3 WO2006018703 A3 WO 2006018703A3
Authority
WO
WIPO (PCT)
Prior art keywords
narwedine
synthesis
galantamine
processes
preparation
Prior art date
Application number
PCT/IB2005/002431
Other languages
French (fr)
Other versions
WO2006018703A2 (en
Inventor
Saswata Lahiri
Mohan Prasad
Nitin Maheshwari
Yatendra Kumar
Original Assignee
Ranbaxy Lab Ltd
Saswata Lahiri
Mohan Prasad
Nitin Maheshwari
Yatendra Kumar
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, Saswata Lahiri, Mohan Prasad, Nitin Maheshwari, Yatendra Kumar filed Critical Ranbaxy Lab Ltd
Publication of WO2006018703A2 publication Critical patent/WO2006018703A2/en
Publication of WO2006018703A3 publication Critical patent/WO2006018703A3/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/10—Spiro-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Saccharide Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The present invention relates to processes for preparation of narwedine, and use thereof in the synthesis of pure galantamine and salts thereof. The present invention further relates to a novel acid addition salt of narwedine isopropylene glycol ketal of (Formula I), which is a useful intermediate in the synthesis of narwedine and galantamine.
PCT/IB2005/002431 2004-08-16 2005-08-15 Processes for preparation of narwedine and its use in the synthesis of galantamine WO2006018703A2 (en)

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
IN1504DE2004 2004-08-16
IN1504/DEL/2004 2004-08-16
IN1505DE2004 2004-08-16
IN1505/DEL/2004 2004-08-16
IN1551/DEL/2004 2004-08-19
IN1551DE2004 2004-08-19

Publications (2)

Publication Number Publication Date
WO2006018703A2 WO2006018703A2 (en) 2006-02-23
WO2006018703A3 true WO2006018703A3 (en) 2006-07-20

Family

ID=35788180

Family Applications (2)

Application Number Title Priority Date Filing Date
PCT/IB2005/002429 WO2006046096A2 (en) 2004-08-16 2005-08-15 A polymorphic form of narwedine and its use in the synthesis of galantamine
PCT/IB2005/002431 WO2006018703A2 (en) 2004-08-16 2005-08-15 Processes for preparation of narwedine and its use in the synthesis of galantamine

Family Applications Before (1)

Application Number Title Priority Date Filing Date
PCT/IB2005/002429 WO2006046096A2 (en) 2004-08-16 2005-08-15 A polymorphic form of narwedine and its use in the synthesis of galantamine

Country Status (1)

Country Link
WO (2) WO2006046096A2 (en)

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1996012692A1 (en) * 1994-10-21 1996-05-02 Waldheim Pharmazeutika Gesellschaft M.B.H. PROCESS FOR PRODUCING DERIVATIVES OF 4a,5,9,10,11,12,-HEXAHYDRO-6H-BENZOFURO[3a,3,2-ef][2]BENZAZEPINE
WO1998052885A1 (en) * 1997-05-21 1998-11-26 Sanochemia Pharmazeutika Aktiengesellschaft Reduction of aromatic halogenides

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB9610887D0 (en) * 1996-05-24 1996-07-31 N H S Trust Process
GB9707413D0 (en) * 1997-04-11 1997-05-28 Chiroscience Ltd Process

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1996012692A1 (en) * 1994-10-21 1996-05-02 Waldheim Pharmazeutika Gesellschaft M.B.H. PROCESS FOR PRODUCING DERIVATIVES OF 4a,5,9,10,11,12,-HEXAHYDRO-6H-BENZOFURO[3a,3,2-ef][2]BENZAZEPINE
WO1998052885A1 (en) * 1997-05-21 1998-11-26 Sanochemia Pharmazeutika Aktiengesellschaft Reduction of aromatic halogenides

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
BARTON D H R ET AL: "PHENOL OXIDATION AND BIOSYNTHESIS. PART V. THE SYNTHESIS OF GALANTHAMINE", JOURNAL OF THE CHEMICAL SOCIETY, CHEMICAL SOCIETY. LETCHWORTH, GB, 1962, pages 806 - 817, XP009062110, ISSN: 0368-1769 *
CHAPLIN D A ET AL: "A Concise, Scaleable Synthesis of Narwedine", TETRAHEDRON LETTERS, ELSEVIER, AMSTERDAM, NL, vol. 38, no. 45, 10 November 1997 (1997-11-10), pages 7931 - 7932, XP004097210, ISSN: 0040-4039 *
NODE M ET AL: "AN EFFICIENT SYNTHESIS OF (PLUS OR MINUS)-NARWEDINE AND (PLUS OR MINUS)-GALANTHAMINE BY AN IMPROVED PHENOLIC OXIDATIVE COUPLING", ANGEWANDTE CHEMIE. INTERNATIONAL EDITION, WILEY VCH VERLAG, WEINHEIM, DE, vol. 40, no. 16, 2001, pages 3060 - 3062, XP008043770, ISSN: 1433-7851 *

Also Published As

Publication number Publication date
WO2006046096A3 (en) 2006-08-24
WO2006046096A2 (en) 2006-05-04
WO2006018703A2 (en) 2006-02-23

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