TY - JOUR
T1 - Synthesis of alkyl- and aryl-amino-substituted anthraquinone derivatives by microwave-assisted copper(0)-catalyzed Ullmann coupling reactions
AU - Baqi, Younis
AU - Müller, Christa E.
N1 - Funding Information:
acknowleDGMents Y.B. thanks the Deutscher Akademischer Austauschdienst (DAAD) for a PhD Fellowship. Support by the Deutsche Forschungsgemeinschaft (DFG, GRK804) is gratefully acknowledged. We would like to thank Ms. Marion Schneider for providing us with the LC-MS chromatogram.
PY - 2010/5
Y1 - 2010/5
N2 - This protocol describes the efficient, generally applicable Ullmann coupling reaction of bromaminic acid with alkyl- or aryl-amines in phosphate buffer under microwave irradiation using elemental copper as a catalyst. the reaction leads to a number of biologically active compounds. As a prototypical example, the synthesis of a new, potent antagonist of human platelet P2Y 12 receptors, which has potential as an antithrombotic drug, is described in detail. The optimized protocol includes a description of an appropriate reaction setup, thin Layer chromatography for monitoring the reaction and a procedure for the isolation, purification and characterization of the anticipated product. The reaction is performed without the use of a glove box and there is no requirement for an inert atmosphere. The reaction typically proceeds within 2-30 min, the protocol, including workup, generally takes 1-3 h to complete.
AB - This protocol describes the efficient, generally applicable Ullmann coupling reaction of bromaminic acid with alkyl- or aryl-amines in phosphate buffer under microwave irradiation using elemental copper as a catalyst. the reaction leads to a number of biologically active compounds. As a prototypical example, the synthesis of a new, potent antagonist of human platelet P2Y 12 receptors, which has potential as an antithrombotic drug, is described in detail. The optimized protocol includes a description of an appropriate reaction setup, thin Layer chromatography for monitoring the reaction and a procedure for the isolation, purification and characterization of the anticipated product. The reaction is performed without the use of a glove box and there is no requirement for an inert atmosphere. The reaction typically proceeds within 2-30 min, the protocol, including workup, generally takes 1-3 h to complete.
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U2 - 10.1038/nprot.2010.63
DO - 10.1038/nprot.2010.63
M3 - Article
C2 - 20431540
AN - SCOPUS:77955482425
SN - 1754-2189
VL - 5
SP - 945
EP - 953
JO - Nature Protocols
JF - Nature Protocols
IS - 5
ER -