synthesis of new n-arylpyrimidin-2-amine derivatives using a palladium catalyst使用钯催化剂合成的新n-arylpyrimidin-2-amine衍生品.pdfVIP

Molecules 2008, 13, 818-830 molecules ISSN 1420-3049 © 2008 by MDPI /molecules Full Paper Synthesis of New N-Arylpyrimidin-2-amine Derivatives Using a Palladium Catalyst Ibrahim Mustafa El-Deeb 1, Jae Chun Ryu 2 and So Ha Lee 1,2,* 1 Department of Biomolecular Science, University of Science and Technology, Daejon, Korea; E-mail: dr_i_eldeeb_2003@ 2 Life Sciences Research Division, Korea Institute of Science Technology, P.O. Box 131, Cheongryang, Seoul 130-650, Korea; E-mail: ryujc@kist.re.kr * Author to whom correspondence should be addressed; E-mail: LSH6211@kist.re.kr; Tel: (+82) 2 9586834. Received: 26 March 2008; in revised form: 8 April 2008 / Accepted: 8 April 2008 / Published: 9 April 2008 Abstract: New N-aryl-4-(pyridin-3-yl)pyrimidin-2-amine derivatives were synthesized from the corresponding amines, applying optimized Buchwald-Hartwig amination conditions using dichlorobis(triphenylphosphine)Pd(II), xantphos and sodium tert- butoxide in refluxing toluene under a nitrogen atmosphere. The target N-aryl derivatives were obtained in moderate to good yields ranging from 27% to 82%. The procedure described could be widely employed for the preparation of new heterocyclic compounds. The structures of the new compounds were confirmed by FT-NMR, FT-IR and elemental analysis. Keywords: Palladium catalyst, N-arylation, aminopyrimidine, xantphos, Suzuki coupling, Buchwald-Hartwig amination. Introduction The 2-aminopyrimidine moiety is a common stru