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Reagents and conditions: (a) Pd(PPh3)4, 3-bromo-2-methylaniline, Na2CO3, DME, EtOH, H2O, 90 °C, 93%; (b) heteroaryl halide, Cul, Cs2CO3, (1R,2R)-N1,N2-dimethylcyclohexane-1,2-diamine, DMF, 110 °C, 58–68% or 2,2,2-trifluoroethyl trifluoromethanesulfonate, Cs2CO3, DMSO, rt, 81%.
