WO2008084671A1 - Procédé de production d'un dérivé d'acide 2-pyridone-3-carboxylique substitué en position 1 - Google Patents

Procédé de production d'un dérivé d'acide 2-pyridone-3-carboxylique substitué en position 1 Download PDF

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Publication number
WO2008084671A1
WO2008084671A1 PCT/JP2007/074791 JP2007074791W WO2008084671A1 WO 2008084671 A1 WO2008084671 A1 WO 2008084671A1 JP 2007074791 W JP2007074791 W JP 2007074791W WO 2008084671 A1 WO2008084671 A1 WO 2008084671A1
Authority
WO
WIPO (PCT)
Prior art keywords
pyridone
producing
substituted
general formula
compound represented
Prior art date
Application number
PCT/JP2007/074791
Other languages
English (en)
Japanese (ja)
Inventor
Tomohiro Unno
Junichi Morita
Shoji Shinomoto
Yoshihide Sugata
Yutaka Ide
Original Assignee
Shionogi & Co., Ltd.
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 Shionogi & Co., Ltd. filed Critical Shionogi & Co., Ltd.
Priority to JP2008553053A priority Critical patent/JP5252498B2/ja
Priority to MX2009006814A priority patent/MX2009006814A/es
Publication of WO2008084671A1 publication Critical patent/WO2008084671A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/79—Acids; Esters
    • C07D213/803—Processes of preparation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/79—Acids; Esters
    • C07D213/80—Acids; Esters in position 3
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81—Amides; Imides
    • C07D213/82—Amides; Imides in position 3
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
    • C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
    • C07D221/04—Ortho- or peri-condensed ring systems
    • C07D221/06—Ring systems of three rings
    • C07D221/16—Ring systems of three rings containing carbocyclic rings other than six-membered
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D227/00—Heterocyclic compounds containing rings having one nitrogen atom as the only ring hetero atom, according to more than one of groups C07D203/00 - C07D225/00
    • C07D227/02—Heterocyclic compounds containing rings having one nitrogen atom as the only ring hetero atom, according to more than one of groups C07D203/00 - C07D225/00 with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D227/06—Heterocyclic compounds containing rings having one nitrogen atom as the only ring hetero atom, according to more than one of groups C07D203/00 - C07D225/00 with only hydrogen or carbon atoms directly attached to the ring nitrogen 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
    • C07D227/08—Oxygen atoms
    • C07D227/087—One doubly-bound oxygen atom in position 2, e.g. lactams
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pyridine Compounds (AREA)

Abstract

Cette invention a pour objet un procédé de production, d'une manière simple, d'un dérivé d'acide 2-pyridone-3-carboxylique substitué en position 1, un intermédiaire important pour la production d'un dérivé de 2-pyridone-3-carbamoyle qui possède une activité agoniste des récepteurs des cannabinoïdes et un procédé de production, d'une manière simple, du dérivé de 2-pyridone-3-carbamoyle. Cette invention concerne spécifiquement un procédé de production d'un composé représenté par la formule (II), qui comprend : une étape (A) pour hydrolyser un composé représenté par la formule générale (I) ; et une étape (B) pour l'addition d'un alcool à l'hydrolysat du composé représenté par la formule générale (I) produit dans l'étape (A) pour produire un cristal du composé représenté par la formule générale (II). (I) dans laquelle R1 représente un groupe alkyle qui peut être substitué par un substituant non réactif, ou analogues ; R2 et R3 représentent indépendamment un groupe alkyle ou analogues, ou R2 et R3, conjointement avec un atome de carbone adjacent à R2 et R3, peuvent former un groupe cycloalcène ; R4 représente un atome d'hydrogène ou analogues ; et R5 représente un groupe alkyle. (II) dans laquelle R1, R2, R3 et R4 sont tels que définis ci-dessus.
PCT/JP2007/074791 2006-12-27 2007-12-25 Procédé de production d'un dérivé d'acide 2-pyridone-3-carboxylique substitué en position 1 WO2008084671A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
JP2008553053A JP5252498B2 (ja) 2006-12-27 2007-12-25 １−置換−２−ピリドン−３−カルボン酸誘導体の製造方法
MX2009006814A MX2009006814A (es) 2006-12-27 2007-12-25 Proceso para la produccion de un derivado de acido 2-piridon-3-carboxilico 1-sustituido.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2006-351281 2006-12-27
JP2006351281 2006-12-27

Publications (1)

Publication Number Publication Date
WO2008084671A1 true WO2008084671A1 (fr) 2008-07-17

Family

ID=39608567

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2007/074791 WO2008084671A1 (fr) 2006-12-27 2007-12-25 Procédé de production d'un dérivé d'acide 2-pyridone-3-carboxylique substitué en position 1

Country Status (5)

Country Link
JP (1) JP5252498B2 (fr)
CN (1) CN101668744A (fr)
MX (1) MX2009006814A (fr)
TW (1) TWI414524B (fr)
WO (1) WO2008084671A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20130252957A1 (en) * 2009-04-27 2013-09-26 Elan Pharmaceuticals, Inc. Pyridinone antagonists of alpha-4 integrins

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002053543A1 (fr) * 2000-12-28 2002-07-11 Shionogi & Co., Ltd. Derive de pyridone ayant une affinite pour le recepteur cannabinoide de type 2
WO2005073222A1 (fr) * 2004-01-29 2005-08-11 Pfizer Japan, Inc. Derives de 1-isopropyl-2-oxo-1,2-dihydropyridine-3-carboxamide presentant une activite agoniste du recepteur5-ht4
WO2006046778A1 (fr) * 2004-10-28 2006-05-04 Shionogi & Co., Ltd. Dérivé de 3-carbamoyl-2-pyridone

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002053543A1 (fr) * 2000-12-28 2002-07-11 Shionogi & Co., Ltd. Derive de pyridone ayant une affinite pour le recepteur cannabinoide de type 2
WO2005073222A1 (fr) * 2004-01-29 2005-08-11 Pfizer Japan, Inc. Derives de 1-isopropyl-2-oxo-1,2-dihydropyridine-3-carboxamide presentant une activite agoniste du recepteur5-ht4
WO2006046778A1 (fr) * 2004-10-28 2006-05-04 Shionogi & Co., Ltd. Dérivé de 3-carbamoyl-2-pyridone

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20130252957A1 (en) * 2009-04-27 2013-09-26 Elan Pharmaceuticals, Inc. Pyridinone antagonists of alpha-4 integrins

Also Published As

Publication number Publication date
JPWO2008084671A1 (ja) 2010-04-30
MX2009006814A (es) 2009-07-02
CN101668744A (zh) 2010-03-10
JP5252498B2 (ja) 2013-07-31
TWI414524B (zh) 2013-11-11
TW200835692A (en) 2008-09-01

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