Synthesis of dihydrouracils spiro-fused to pyrrolidines: druglike molecules based on the 2-arylethyl amine scaffold

Molecules. 2010 Mar 30;15(4):2269-301. doi: 10.3390/molecules15042269.

Abstract

The synthesis of a small library of dihydrouracils spiro-fused to pyrrolidines is described. These compounds are synthesized from beta-aryl pyrrolidines, providing products with the 2-arylethyl amine moiety, a structural feature often encountered in compounds active in the central nervous system. The b-aryl pyrrolidines are synthesized through a three-step methodology that includes a Knoevenagel condensation reaction, a 1,3-dipolar cycloaddition reaction, and a nitrile reduction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Combinatorial Chemistry Techniques
  • Pyrrolidines / chemical synthesis*
  • Pyrrolidines / chemistry
  • Small Molecule Libraries
  • Spiro Compounds / chemical synthesis*
  • Spiro Compounds / chemistry
  • Uracil / analogs & derivatives*
  • Uracil / chemical synthesis
  • Uracil / chemistry

Substances

  • Pyrrolidines
  • Small Molecule Libraries
  • Spiro Compounds
  • dihydrouracil
  • Uracil