Molecules 2010, 15(4), 2269-2301; doi:10.3390/molecules15042269
Article

Synthesis of Dihydrouracils Spiro-Fused to Pyrrolidines: Druglike Molecules Based on the 2-Arylethyl Amine Scaffold

Daniel Blanco-Ania 1 , Carolina Valderas-Cortina 1 , Pedro H.H. Hermkens 2 , Leo A.J.M. Sliedregt 3 , Hans W. Scheeren 1  and Floris P.J.T. Rutjes 1,* email
1 Institute for Molecules and Materials, Radboud University Nijmegen, Heyendaalseweg 135, 6525 AJ Nijmegen, The Netherlands 2 MSD Research Laboratories, P.O. Box 20, 5340 BH Oss, The Netherlands 3 Solvay Pharmaceuticals, Sector Discovery Weesp, P.O. Box 900, 1380 DA Weesp, The Netherlands
* Author to whom correspondence should be addressed.
Received: 5 February 2010; in revised form: 26 March 2010 / Accepted: 30 March 2010 / Published: 30 March 2010
PDF Full-text Download PDF Full-Text [300 KB, uploaded 30 March 2010 14:59 CEST]
Abstract: The synthesis of a small library of dihydrouracils spiro-fused to pyrrolidines is described. These compounds are synthesized from b-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.
Keywords: Knoevenagel condensation; 1,3-dipolar cycloaddition; azomethine ylide; parallel synthesis; spiro dihydrouracils

Article Statistics

Click here to load and display the download statistics.

Cite This Article

MDPI and ACS Style

Blanco-Ania, D.; Valderas-Cortina, C.; Hermkens, P.H.; Sliedregt, L.A.; Scheeren, H.W.; Rutjes, F.P. Synthesis of Dihydrouracils Spiro-Fused to Pyrrolidines: Druglike Molecules Based on the 2-Arylethyl Amine Scaffold. Molecules 2010, 15, 2269-2301.

AMA Style

Blanco-Ania D, Valderas-Cortina C, Hermkens PH, Sliedregt LA, Scheeren HW, Rutjes FP. Synthesis of Dihydrouracils Spiro-Fused to Pyrrolidines: Druglike Molecules Based on the 2-Arylethyl Amine Scaffold. Molecules. 2010; 15(4):2269-2301.

Chicago/Turabian Style

Blanco-Ania, Daniel; Valderas-Cortina, Carolina; Hermkens, Pedro H.H.; Sliedregt, Leo A.J.M.; Scheeren, Hans W.; Rutjes, Floris P.J.T. 2010. "Synthesis of Dihydrouracils Spiro-Fused to Pyrrolidines: Druglike Molecules Based on the 2-Arylethyl Amine Scaffold." Molecules 15, no. 4: 2269-2301.

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert