WO2006070244A3 - A process for the preparation of zaleplon - Google Patents

A process for the preparation of zaleplon Download PDF

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Publication number
WO2006070244A3
WO2006070244A3 PCT/IB2005/003814 IB2005003814W WO2006070244A3 WO 2006070244 A3 WO2006070244 A3 WO 2006070244A3 IB 2005003814 W IB2005003814 W IB 2005003814W WO 2006070244 A3 WO2006070244 A3 WO 2006070244A3
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WO
WIPO (PCT)
Prior art keywords
zaleplon
preparation
acetamide
novel
pyrimidine
Prior art date
Application number
PCT/IB2005/003814
Other languages
French (fr)
Other versions
WO2006070244A2 (en
Inventor
Bakulesh Mafatlal Khamar
Indravadan Ambalal Modi
Manish Chandrakant Shukla
Vala Vala Srinivas
Nirav Keshavlal Kagathara
Nilesh Manjibhai Jamaria
Suryabhan Prabhakar Dange
J Venkat Raman
Original Assignee
Bakulesh Mafatlal Khamar
Indravadan Ambalal Modi
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 Bakulesh Mafatlal Khamar, Indravadan Ambalal Modi filed Critical Bakulesh Mafatlal Khamar
Publication of WO2006070244A2 publication Critical patent/WO2006070244A2/en
Publication of WO2006070244A3 publication Critical patent/WO2006070244A3/en

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    • 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

The present invention relates to a novel and commercially feasible process for the preparation of pyrazolo[1,5-a]pyrimidine compound Zaleplon, wherein a novel intermediate 7-(3­bromophenyl)-3,7-dihydropyrazolo[1,5-a]pyrimidine-3-carbonitrile is coupled with acetamide to yield a N-[3-(3-cyanopyrazolo[1,5-a]pyrimidin-7-yl)phenyl]acetamide which on ethylation gives Zaleplon.
PCT/IB2005/003814 2004-11-22 2005-12-19 A process for the preparation of zaleplon WO2006070244A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IN1252MU2004 2004-11-22
IN1252/MUM/2004 2005-01-01

Publications (2)

Publication Number Publication Date
WO2006070244A2 WO2006070244A2 (en) 2006-07-06
WO2006070244A3 true WO2006070244A3 (en) 2007-03-22

Family

ID=36615293

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IB2005/003814 WO2006070244A2 (en) 2004-11-22 2005-12-19 A process for the preparation of zaleplon

Country Status (1)

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WO (1) WO2006070244A2 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104341426A (en) * 2014-09-25 2015-02-11 安润医药科技（苏州）有限公司 Method for synthesizing zaleplon
CN104359992B (en) * 2014-12-02 2016-05-04 湖北华世通潜龙药业有限公司 Adopt the method for high-efficient liquid phase chromatogram technique analysis injection ACV

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4626538A (en) * 1983-06-23 1986-12-02 American Cyanamid Company [7-(3-disubstituted amino)phenyl]pyrazolo[1,5-a]pyrimidines
US5714607A (en) * 1995-12-01 1998-02-03 American Cyanamid Company Process improvement in the synthesis of N- 3-(3-cyano-pyrazolo 1,5-a!pyrimidin-7-yl)phenyl!-N-ethylacetamide
US20030040522A1 (en) * 2001-06-12 2003-02-27 Ferenc Korodi Process for the production of N-[3-(3-cyanopyrazolo[1,5-a] pyrimidin-7-yl) phenyl]-N-ethylacetamide (zaleplon)
WO2005070931A1 (en) * 2004-01-14 2005-08-04 Mallinckrodt Inc. Two-phase method for the synthesis of selected pyrazolopyrimidines
WO2005073235A2 (en) * 2004-02-02 2005-08-11 Richter Gedeon Vegyészeti Gyár Rt. Process for the synthesis of n- [3-(3-cyanopyrazolo [1,5a] pyrimidin-7-yl)-phenyl]-n-ethyl-acetamide

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4626538A (en) * 1983-06-23 1986-12-02 American Cyanamid Company [7-(3-disubstituted amino)phenyl]pyrazolo[1,5-a]pyrimidines
US5714607A (en) * 1995-12-01 1998-02-03 American Cyanamid Company Process improvement in the synthesis of N- 3-(3-cyano-pyrazolo 1,5-a!pyrimidin-7-yl)phenyl!-N-ethylacetamide
US20030040522A1 (en) * 2001-06-12 2003-02-27 Ferenc Korodi Process for the production of N-[3-(3-cyanopyrazolo[1,5-a] pyrimidin-7-yl) phenyl]-N-ethylacetamide (zaleplon)
WO2005070931A1 (en) * 2004-01-14 2005-08-04 Mallinckrodt Inc. Two-phase method for the synthesis of selected pyrazolopyrimidines
WO2005073235A2 (en) * 2004-02-02 2005-08-11 Richter Gedeon Vegyészeti Gyár Rt. Process for the synthesis of n- [3-(3-cyanopyrazolo [1,5a] pyrimidin-7-yl)-phenyl]-n-ethyl-acetamide

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Publication number Publication date
WO2006070244A2 (en) 2006-07-06

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