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Journal of the Mexican Chemical Society

Print version ISSN 1870-249X

J. Mex. Chem. Soc vol.49 n.2 Ciudad de México  2005

 

Short Report

 

Synthesis of 2,4-Disubstituted Thiazole Combinatorial Unit on Solid-Phase: Microwave Assisted Conversion of Alcohol to Amine Monitored by FT-IR

 

Dyeison Antonow*,a, S. Graciela Mahlerb, Gloria L. Serrab, Eduardo Mantab and Vera Lucia Eifler-Limaa

 

a Faculdade de Farmácia, Universidade Federal do Rio Grande do Sul, Porto Alegre - RS, Brazil. Present address: Cancer Research UK, Gene Targeted Drug Design Research Group, 29/39 Brunswick Square, The School of Pharmacy, London-UK, WC1N 1AX.* e-mail: dyeison.antonow@ulsop.ac.uk

b Departamento de Química Orgánica, Cátedra de Química Farmacéutica, Facultad de Química, Universidad de la República, Montevideo, Uruguay.

 

Received: October 26, 2004
Published on the web: March 30, 2005

 

Abstract

Microwave-assisted solid-phase synthesis of the 2,4-disubstituted thiazole 3 on Merrifield Resin is described. The hydroxyl moiety was converted to amine in five steps - including coupling and cleavage - within a total reaction time of 2 hours and 26% overall yield. The entire solid-phase synthesis was efficiently monitored by FT-IR/KBr pellets and allows potential use in combinatorial chemistry.

Keywords: thiazole, microwave, monitoring solid-phase reactions

 

Resumo

Síntese em fase sólida com auxílio de radiação de microondas do tiazol 2,4-dissubstituído 3 com Resina Merrifield é descrita. As reações envolveram a conversão do grupo hidroxila em amina em cinco etapas - incluindo acoplamento e clivagem - com redimento total de 26% em duas horas de tempo reacional. Todas etapas da rota sintética foram eficientemente monitoradas por FT-IR em discos de KBr, demonstrando que esse método pode ser usado em química combinatória.

 

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