title: Synthesis of dihydrouracils spiro-fused to pyrrolidines: druglike molecules based on the 2-arylethyl amine scaffold.
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.
authors.affiliation: Institute for Molecules and Materials, Radboud University Nijmegen, Heyendaalseweg 135, Nijmegen, The Netherlands.
authors.forename: Daniel
authors.initials: D
authors.lastname: Blanco-Ania
authors.forename: Carolina
authors.initials: C
authors.lastname: Valderas-Cortina
authors.forename: Pedro H H
authors.initials: PH
authors.lastname: Hermkens
authors.forename: Leo A J M
authors.initials: LA
authors.lastname: Sliedregt
authors.forename: Hans W
authors.initials: HW
authors.lastname: Scheeren
authors.forename: Floris P J T
authors.initials: FP
authors.lastname: Rutjes
mesh_terms: 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
chemical_list: D011759:Pyrrolidines; D054852:Small Molecule Libraries; D013141:Spiro Compounds; C007419:dihydrouracil; D014498:Uracil