Synthesis of C-11 methyl-substituted benzocycloheptapyridine inhibitors of farnesyl protein transferase

Org Lett. 1999 Nov 4;1(9):1371-3. doi: 10.1021/ol990218u.

Abstract

[formula: see text] Synthesis of C-11 methyl-substituted benzocycloheptylpyridine tricyclic compounds has been achieved via two different methods. Methylation of C-11 has been effected by treatment of amine 4 with BuLi followed by Mel quenching. In a similar procedure, introduction of a C-11 substituent with concomitant rearrangement of the exocyclic double bond has been carried out. Potent farnesyl protein transferase inhibitors have been synthesized using the above methodologies.

MeSH terms

  • Alkyl and Aryl Transferases / antagonists & inhibitors*
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / pharmacology
  • Pyridines / chemical synthesis*
  • Pyridines / pharmacology

Substances

  • Enzyme Inhibitors
  • Pyridines
  • benzocycloheptapyridine
  • Alkyl and Aryl Transferases
  • p21(ras) farnesyl-protein transferase