TREA

Process for the preparation of the PPAR alpha agonist NS-220

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Information

  • Patent Application
  • 20070197615
  • Publication Number
    20070197615
  • Date Filed
    February 15, 2007
    17 years ago
  • Date Published
    August 23, 2007
    17 years ago
Information
Abstract
The present invention is concerned with a novel process for the preparation of compounds of formula (I)
Description
Claims
  • 1. A process for the preparation of a compound of formula (I)
  • 2. The process according to claim 1, wherein R1 is 4-methyl-phenyl.
  • 3. The process according to claim 1, wherein R2 is methyl.
  • 4. The process according to claim 1, wherein the compound of formula (I) is characterised by formula (Ia)
  • 5. The process according to claim 1, wherein the compound of formula (II) is obtained from a compound of formula (IIa)
  • 6. The process according to claim 5, wherein the compound of formula (II) is obtained from the compound of formula (IIa) by crystallisation from an a polar solvent.
  • 7. The process according to claim 1, wherein the compound of formula (II) is obtained from the compound of formula (IIa) by crystallisation from diisopropyl ether.
  • 8. The process according to claim 1, wherein the compound of formula (II) is obtained by reacting a compound of formula (V)
  • 9. The process according to claim 8, wherein 0.5-0.9 equivalents of the compound of formula (V), 0.9 to 1.5 equivalents of BF3OEt2 and 1 equivalent of R3-pyruvate are used.
  • 10. The process according to claim 1, wherein the R3-pyruvate and the BF3OEt2 are mixed first and the compound of formula (VII) is added subsequently.
  • 11. The process according to claim 1, wherein the compound of formula (II) is obtained by reacting a compound of formula (VII)
  • 12. The process according to claim 11, wherein R4 is hydrogen, benzyl or 4-methoxy-benzyl.
  • 13. The process according to claim 12, wherein R4 is benzyl.
  • 14. The process according to claim 1, wherein 0.5-0.9 equivalents of the compound of formula (VII), 0.9 to 1.5 equivalents of BF3OEt2 and 1 equivalent of R3-pyruvate are used.
  • 15. The process according to claim 1, wherein the R3-pyruvate and the BF3OEt2 are mixed first and the compound of formula (VII) is added subsequently.
  • 16. The process according to claim 1, wherein R3 is lower-alkyl.
  • 17. The process according to claim 16, wherein R3 is ethyl.
  • 18. A compound selected from the group consisting of:
Priority Claims (1)
Number Date Country Kind
06110192.9 Feb 2006 EP regional