Traceless solid-phase synthesis of 2,4,6-chlorodiamino and triaminopyrimidines |
| |
Authors: | Dario MontebugnoliPierfrancesco Bravo Elisabetta BrennaCharles Mioskowski Walter PanzeriFiorenza Viani Alessandro VolonterioAlain Wagner Matteo Zanda |
| |
Institution: | a Dipartimento di Chimica, Materiali ed Ingegneria Chimica “G. Natta” del Politecnico di Milano, via Mancinelli 7, I-20131 Milano, Italy b C.N.R.-Istituto di Chimica del Riconoscimento Molecolare, sezione “A. Quilico”, via Mancinelli 7, I-20131 Milano, Italy c Laboratoire de Synthèse Bioorganique, Faculté de Pharmacie, Université Louis Pasteur de Strasbourg, UMR 7514 du CNRS, 74 Route du Rhin, 67401 Illkirch-Graffenstaden, France. |
| |
Abstract: | An effective traceless solid-phase synthesis of chloro-diaminopyrimidines via an amino-de-chlorination reaction of polymer-bound 4-alkoxycarbonylamino-2,6-dichloropyrimidines has been developed. After release from the polymer the target molecules were obtained in good to excellent purity, although with modest regiocontrol. Further reaction of solid-supported N-alkoxycarbonyl-chloro-diaminopyrimidines with secondary amines afforded triaminopyrimidines in good purity under mild conditions, whereas less nucleophilic primary amines did not perform well under the conditions explored so far. |
| |
Keywords: | triaminopyrimidines regioisomers de-chlorination |
本文献已被 ScienceDirect 等数据库收录! |
|