WO2000034286A3 - Process for the preparation of pyrimidinone derivatives - Google Patents

Process for the preparation of pyrimidinone derivatives Download PDF

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Publication number
WO2000034286A3
WO2000034286A3 PCT/EP1999/009707 EP9909707W WO0034286A3 WO 2000034286 A3 WO2000034286 A3 WO 2000034286A3 EP 9909707 W EP9909707 W EP 9909707W WO 0034286 A3 WO0034286 A3 WO 0034286A3
Authority
WO
WIPO (PCT)
Prior art keywords
formula
compound
preparation
reactions
aromatic
Prior art date
Application number
PCT/EP1999/009707
Other languages
French (fr)
Other versions
WO2000034286A2 (en
Inventor
Harald Walter
Original Assignee
Novartis Ag
Novartis Erfind Verwalt Gmbh
Harald Walter
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 Novartis Ag, Novartis Erfind Verwalt Gmbh, Harald Walter filed Critical Novartis Ag
Priority to AU16579/00A priority Critical patent/AU1657900A/en
Priority to EP99959395A priority patent/EP1137649A2/en
Priority to JP2000586731A priority patent/JP2002531570A/en
Priority to BR9915983-0A priority patent/BR9915983A/en
Publication of WO2000034286A2 publication Critical patent/WO2000034286A2/en
Publication of WO2000034286A3 publication Critical patent/WO2000034286A3/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D495/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention comprises a process for the preparation of a compound of formula (I), wherein A is a fused 5-membered heterocyclic ring which may be saturated or unsaturated, aromatic or non-aromatic and which may contain one or two hetero atoms O, S and/or N, or is fused benzo, pyrido or pyridazino; R1 and R2 are groups which are inert to the reactions; R3 is C1-C8alkyl, C2-C8alkenyl, C2-C8alkynyl, C3-C6cycloalkyl or C3-C6cycloalkyl-C1-C6alkyl, each of which is unsubstituted or substituted, in which process (a) a compound of formula (II), wherein A, R1 and R2 are as defined for formula (I), and R5 is a group which does not impair the reactions, is reacted with an imidocarbonate of formula (III), wherein R3 and R4 are as defined for formula (I), to give the intermediate compound of formula (IV); and subsequently (b) the compound of formula (IV) is cyclized to a compound of formula (I).
PCT/EP1999/009707 1998-12-10 1999-12-09 Process for the preparation of pyrimidinone derivatives WO2000034286A2 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
AU16579/00A AU1657900A (en) 1998-12-10 1999-12-09 Process for the preparation of pyrimidinone derivatives
EP99959395A EP1137649A2 (en) 1998-12-10 1999-12-09 Process for the preparation of pyrimidinone derivatives
JP2000586731A JP2002531570A (en) 1998-12-10 1999-12-09 Method for producing pyrimidinone derivative
BR9915983-0A BR9915983A (en) 1998-12-10 1999-12-09 Process for preparing pyrimidinone derivatives

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB9827162.0 1998-12-10
GBGB9827162.0A GB9827162D0 (en) 1998-12-10 1998-12-10 Organic compounds

Publications (2)

Publication Number Publication Date
WO2000034286A2 WO2000034286A2 (en) 2000-06-15
WO2000034286A3 true WO2000034286A3 (en) 2000-10-26

Family

ID=10843958

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1999/009707 WO2000034286A2 (en) 1998-12-10 1999-12-09 Process for the preparation of pyrimidinone derivatives

Country Status (6)

Country Link
EP (1) EP1137649A2 (en)
JP (1) JP2002531570A (en)
AU (1) AU1657900A (en)
BR (1) BR9915983A (en)
GB (1) GB9827162D0 (en)
WO (1) WO2000034286A2 (en)

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994026722A1 (en) * 1993-05-12 1994-11-24 E.I. Du Pont De Nemours And Company Fungicidal fused bicyclic pyrimidinones
WO1997002262A1 (en) * 1995-07-05 1997-01-23 E.I. Du Pont De Nemours And Company Fungicidal pyrimidinones
WO1997033890A1 (en) * 1996-03-11 1997-09-18 Novartis Ag Pyrimidin-4-one derivatives as pesticide
WO1997048684A1 (en) * 1996-06-18 1997-12-24 E.I. Du Pont De Nemours And Company Preparation of fungicidal quinazolinones and useful intermediates

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994026722A1 (en) * 1993-05-12 1994-11-24 E.I. Du Pont De Nemours And Company Fungicidal fused bicyclic pyrimidinones
WO1997002262A1 (en) * 1995-07-05 1997-01-23 E.I. Du Pont De Nemours And Company Fungicidal pyrimidinones
WO1997033890A1 (en) * 1996-03-11 1997-09-18 Novartis Ag Pyrimidin-4-one derivatives as pesticide
WO1997048684A1 (en) * 1996-06-18 1997-12-24 E.I. Du Pont De Nemours And Company Preparation of fungicidal quinazolinones and useful intermediates

Non-Patent Citations (6)

* Cited by examiner, † Cited by third party
Title
G BIAGI ET AL: "Xanthine Oxidase (XO): Relative Configuration of Complexes Formed by the Enzyme, 2- or 8-N-alkyl-hypoxanthines and 2-N-alkyl-8-azahypoxanthines. XII", FARMACO,IT,SOCIETA CHIMICA ITALIANA, PAVIA, vol. 48, no. 3, 1993, pages 357 - 374-374, XP002123378, ISSN: 0014-827X *
G. ROMEO ET AL.: "Synthesis of New Thieno[2,3-d]pyrimidine-2,4-(1H,3H)-diones with Analgesic and Anti-inflammatory Activities", ARZNEIMITTEL FORSCHUNG DRUG RESEARCH., vol. 48, no. 1, 1998, AULENDORF DE, pages 167 - 172, XP002139815 *
I. LALEZARI ET AL.: "A Simple One-Step Synthesis of 3-Amino-2,4(1H,3H)quinazolinediones", JOURNAL OF HETEROCYCLIC CHEMISTRY, vol. 21, 1984, PROVO US, pages 5 - 7, XP002139814 *
P SCHEINER ET AL: "1,3,4-Benzotriazepinones. Formation and Rearrangement", JOURNAL OF HETEROCYCLIC CHEMISTRY,US,HETEROCORPORATION. PROVO, vol. 21, no. 21, November 1984 (1984-11-01), pages 1817 - 1824-1824, XP002123377, ISSN: 0022-152X *
P.G. BARALDI ET AL.: "Unusual Ring-Opening Reaction of 6,7-Dihydrothieno[3,2-d]pyrimidine-2,4-dione Derivatives Leading to 5-(Alkylthio)-6-vinylureas", JOURNAL OF ORGANIC CHEMISTRY, vol. 60, 1995, EASTON US, pages 461 - 1463, XP002139813 *
T. SANDMEYER: "Ueber die Einwirkung von Imidokohlensäureester auf aromatische Orthoverbindungen.", BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT ZU BERLIN, vol. 19, 1886, DE, pages 2650 - 2657, XP000920991 *

Also Published As

Publication number Publication date
GB9827162D0 (en) 1999-02-03
EP1137649A2 (en) 2001-10-04
JP2002531570A (en) 2002-09-24
AU1657900A (en) 2000-06-26
BR9915983A (en) 2001-09-11
WO2000034286A2 (en) 2000-06-15

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