Claims
- 1. A process for preparing a pyridone derivative of the formula (4): wherein R1 is a hydrogen atom, an alkyl group, a substituted alkyl group, an alkenyl group, a substituted alkenyl group, an alkynyl group, a substituted alkynyl group, a cycloalkyl group, or a substituted cycloalkyl group; Y1 is a hydrogen atom, an alkyl group, a substituted alkyl group, a cycloalkyl group, a substituted cycloalkyl group, an aromatic group, or a substituted aromatic group; Y2 and Y3 are independently a hydrogen atom, a halogen atom, a hydroxy group, a cyano group, a trifluoromethyl group, a nitro group, an amino group, a mono-lower alkylamino group, a di-lower alkylamino group, a lower alkoxy group, a lower alkylthio group, a lower alkylsulfinyl group, a lower alkylsulfonyl group, an alkyl group, a substituted alkyl group, a cycloalkyl group, a substituted cycloalkyl group, an aromatic group, a substituted aromatic group, or Y2 and Y3 may combine each other together with the carbon atoms to which they bond, and form a substituted or unsubstituted pyridine ring; and L is an alkyl group, a substituted alkyl group, an alkenyl group, a substituted alkenyl group, a cycloalkyl group, a substituted cycloalkyl group, an aromatic group, or a substituted aromatic group,which comprises reacting a compound of the formula (5): wherein R1, Y1, Y2 and Y3 are as defined above, with a compound of the formula (6):XCO2R2 (6) wherein R2 is a substituted or unsubstituted lower alkyl group, or a substituted or unsubstituted phenyl group; and X is a chorine atom or a bromine atom, to give a compound of the formula (7): wherein R1, R2, Y1, Y2 are Y3 are as defined above, followed by reacting the compound (7) with a compound of the formula (3):L—NH2 (3) wherein L is as defined above.
- 2. The process for preparing the pyridone derivative according to claim 1, wherein Y2 and Y3 combine each other together with the carbon atoms to which they bond, and form a substituted or unsubstituted pyridine ring, and said pyridine ring is a group of the following formula (a), (b) or (c):
- 3. The process for preparing the pyridone derivative according to claim 1, wherein Y2 and Y3 combine each other together with the carbon atoms to which they bond, and form a substituted or unsubstituted pyridine ring, and said pyridine ring is a group of the following formula (a):
- 4. The process for preparing the pyridone derivative according to claim 2 or 3, wherein Y1 and L are a substituted aromatic group, and R1 is a substituted or unsubstituted alkyl group and the compound (7 ) is reacted with the compound (3) in the presence of 4-dimethylaminopyridine.
- 5. The process for preparing the pyridone derivative according to claim 4, wherein Y1 is a 3-methoxyphenyl group, L is a 2,6-diisopropylphenyl group, and R1 is a butyl group and the compound (7) is reacted with the compound (3) in the presence of 4-dimethylaminopyridine.
- 6. The process for preparing the pyridone derivative according to claim 1, 2 or 3, wherein L is a substituted aromatic group, Y1 is an aromatic group or a substituted aromatic group, and the compound (7) is reacted with the compound (3) in the presence of 4-dimethylaminopyridine.
- 7. The process for preparing the pyridone derivative according to claim 1, 2 or 3, wherein L is a group selected from the group consisting of 2,6-diisopropylphenyl, 2,4,6-trimethylphenyl, 2,4,6-trimethoxyphenyl, 2,4-difluorophenyl, 2,4,6-trifluorophenyl, 2-tert-butyl-5-(morpholinomethyl)phenyl, 2-tert- butyl-5-(2-isopropyl-1-imidazolyl)phenyl, 2-tert-butyl-5-(1-pyra- zolyl)phenyl, 2-tert-butyl-5-{N-methyl-N-(2-pyridylmethyl)amino- methyl}phenyl, 2-tert-butyl-5-{N-methyl-N-(3-pyridylmethyl)amino- methyl}phenyl, 2-tert-butyl-5-{N-methyl-N-(4-pyridylmethyl)amino- methyl}phenyl, 2,4-bis(methylthio)pyridin-3-yl, 2-tert-butyl-5-{N- ethyl-N-(3-pyridylmethyl)aminomethyl}phenyl, and 2,4- bis(methylthio)-6-methylpyridin-3-yl,wherein Y1 is an aromatic group or a substituted aromatic group, and the compound (7) is reacted with the compound (3) in the presence of 4-dimethylaminopyridine.
- 8. A process for preparing a pyridone derivative of the formula (4): wherein R1 is a hydrogen atom, an alkyl group, a substituted alkyl group, an alkenyl group, a substituted alkenyl group, an alkynyl group, a substituted alkynyl group, a cycloalkyl group, or a substituted cycloalkyl group; Y1 is a hydrogen atom, an alkyl group, a substituted alkyl group, a cycloalkyl group, a substituted cycloalkyl group, an aromatic group, or a substituted aromatic group; Y2 and Y3 are independently a hydrogen atom, a halogen atom, a hydroxy group, a cyano group, a trifluoromethyl group, a nitro group, an amino group, a mono-lower alkylamino group, a di-lower alkylamino group, a lower alkoxy group, a lower alkylthio group, a lower alkylsulfinyl group, a lower alkylsulfonyl group, an alkyl group, a substituted alkyl group, a cycloalkyl group, a substituted cycloalkyl group, an aromatic group, a substituted aromatic group, or Y2 and Y3 may combine each other ring together with the carbon atoms to which they bond, and form a substituted or unsubstituted pyridine; and L is an alkyl group, a substituted alkyl group, an alkenyl group, a substituted alkenyl group, a cycloalkyl group, a substituted cycloalkyl group, an aromatic group, or a substituted aromatic group,which comprises reacting a compound of the formula (3):L—NH2 (3) wherein L is as defined above,with a compound of the formula (6):XCO2R2 (6) wherein R2 is a substituted or unsubstituted lower alkyl group, or a substituted or unsubstituted phenyl group; and X is a chlorine atom or a bromine atom, to give a compound of the formula (32):L-NHCO2R2 (32) wherein R2 and L are as defined above, following by reacting the compound (32) with a compound of the formula (5): wherein R1, Y1, Y2 and Y3 are as defined above.
- 9. The process for preparing the pyridone derivative according to claim 8, wherein Y2 and Y3 combine each other together with the carbon atoms to which they bond, and form a substituted or unsubstituted pyridine ring, and said pyridine ring is a group of the following formula (a), (b) or (c):
- 10. The process for preparing the pyridone derivative according to claim 8, wherein Y2 and Y3 combine each other together with the carbon atoms to which they bond, and form a substituted or unsubstituted pyridine ring, and said pyridine ring is a group of the following formula (a):
- 11. The process for preparing the pyridone derivative according to claim 9 or 10, wherein Y1 and L are a substituted aromatic group, and R1 is a substituted or unsubstituted alkyl group and the compound (32) is reacted with the compound (5) in the presenc of 4-dimethylaminopyridine.
- 12. The process for preparing the pyridone derivative according to claim 11, wherein Y1 is a 3-methoxyphenyl group, L is a 2,6-diisopropylphenyl group, and R1 is a butyl group and the compound (32) is reacted with the compound (5) in the presence of 4-dimethylaminopyridine.
- 13. The process for preparing the pyridone derivative according to claim 8, 9 or 10, wherein L is a substituted aromatic group, Y1 is an aromatic group or a substituted aromatic group, and the compound (32) is reacted with the compound (5) in the presence of 4-dimethylaminopyridine.
- 14. The process for preparing the pyridone derivative according to claim 8, 9 or 10, wherein L is a group selected from the group consisting of2,6-diisopropylphenyl, 2,4,6-trimethylphenyl, 2,4,6- trimethoxyphenyl, 2,4-difluorophenyl, 2,4,6-trifluorophenyl, 2- tert-butyl-5-(morpholinomethyl)phenyl, 2-tert-butyl-5-(2-isopropyl- 1-imidazolyl)phenyl, 2-tert-butyl-5-(1-pyrazolyl)phenyl, 2-tert- butyl-5-{N-methyl-N-(2-pyridylmethyl)aminomethyl}phenyl, 2-tert- butyl-5-{N-methyl-N-(3-pyridylmethyl)aminomethyl}phenyl, 2-tert- butyl-5-{N-methyl-N-(4-pyridylmethyl)aminomethyl}phenyl, 2,4- bis(methylthio)pyridin-3-yl, 2-tert-butyl-5-{N-ethyl-N-(3- pyridylmethyl)aminomethyl}phenyl, and 2,4-bis(methylthio)-6- methylpyridin-3-yl, wherein Y1 is an aromatic group or a substituted aromatic group, and the compound (32) is reacted with the compound (5) in the presence of 4-dimethylaminopyridine.
Priority Claims (2)
Number |
Date |
Country |
Kind |
10-62346 |
Feb 1998 |
JP |
|
10-92567 |
Mar 1998 |
JP |
|
Parent Case Info
This application is a divisional of application Ser. No. 09/623,030, filed on Aug. 25, 2000 now U.S. Pat. No. 6,300,500 and for which priority is claimed under 35 U.S.C. § 120; application Ser. No. 09/623,030 is the national phase of PCT International Application Ser. No. PCT/JP99/00718, filed on Feb. 17, 1999 under 35 U.S.C. § 371, upon which priority is claimed under 35 U.S.C. § 119. This application also claims priority of Japanese Application Ser. Nos. 062346/1998 filed on Feb. 25, 1998 and 092567/1998 filed on Mar. 19, 1998 under 35 U.S.C. § 119. The entire contents of each of the above-identified applications are hereby incorporated by reference.
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