Synthesis of New N-Arylpyrimidin-2-amine Derivatives Using a Palladium Catalyst

doi:10.3390/molecules13040818

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Molecules 2008, 13(4), 818-830; doi:10.3390/molecules13040818

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Synthesis of New N-Arylpyrimidin-2-amine Derivatives Using a Palladium Catalyst

Ibrahim Mustafa El-Deeb¹, Jae Chun Ryu² and So Ha Lee^1,2,*

¹ Department of Biomolecular Science, University of Science and Technology, Daejon, Korea ² Life Sciences Research Division, Korea Institute of Science & Technology, P.O. Box 131, Cheongryang, Seoul 130-650, Korea

* Author to whom correspondence should be addressed.

Received: 26 March 2008; in revised form: 8 April 2008 / Accepted: 8 April 2007 / Published: 9 April 2008

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Abstract: New N-aryl-4-(pyridin-3-yl)pyrimidin-2-amine derivatives were synthesizedfrom the corresponding amines, applying optimized Buchwald-Hartwig aminationconditions using dichlorobis(triphenylphosphine)Pd(II), xantphos and sodium tertbutoxidein refluxing toluene under a nitrogen atmosphere. The target N-aryl derivativeswere obtained in moderate to good yields ranging from 27% to 82%. The proceduredescribed 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 elementalanalysis.

Keywords: Palladium catalyst; N-arylation; aminopyrimidine; xantphos; Suzuki coupling; Buchwald-Hartwig amination.

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MDPI and ACS Style

El-Deeb, I.M.; Ryu, J.C.; Lee, S.H. Synthesis of New N-Arylpyrimidin-2-amine Derivatives Using a Palladium Catalyst. Molecules 2008, 13, 818-830.

AMA Style

El-Deeb IM, Ryu JC, Lee SH. Synthesis of New N-Arylpyrimidin-2-amine Derivatives Using a Palladium Catalyst. Molecules. 2008; 13(4):818-830.

Chicago/Turabian Style

El-Deeb, Ibrahim M.; Ryu, Jae C.; Lee, So H. 2008. "Synthesis of New N-Arylpyrimidin-2-amine Derivatives Using a Palladium Catalyst." Molecules 13, no. 4: 818-830.

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