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.pdf
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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
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