Synthesis of dihydrouracils spiro-fused to pyrrolidines: druglike molecules based on the 2-arylethyl amine scaffold.
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.
Blanco-Ania
Daniel
D
Institute for Molecules and Materials, Radboud University Nijmegen, Heyendaalseweg 135, Nijmegen, The Netherlands.
Valderas-Cortina
Carolina
C
Hermkens
Pedro H H
PH
Sliedregt
Leo A J M
LA
Scheeren
Hans W
HW
Rutjes
Floris P J T
FP
D020650:Combinatorial Chemistry Techniques; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry; D054852:Small Molecule Libraries; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D014498:Uracil / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry
D011759:Pyrrolidines; D054852:Small Molecule Libraries; D013141:Spiro Compounds; C007419:dihydrouracil; D014498:Uracil