4-Chloroaniline → [6-(5-Chloro-2-methoxy-phenyl)-2-methyl-pyrimidin-4-yl]-(4-chloro-phenyl)-amine

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Reaction Steps

Alternatively, a solution of 4-chloro-6-(5-chloro-2-methoxy-phenyl)-2-methyl-pyrimidine (50 mg, 0.18 mmol) and 4-chloroaniline (23 mg, 0.18 mmol) in ethanol (10 ml) was stirred at 80° C. under an argon atmosphere for 5 hours. After concentration under vacuum the crude product was crystallized (ethyl acetate) to give the title compound (40 mg, 60% yield). 1H NMR (DMSO-d6) δ 2.53 (s, 3H, CH3), 3.33 (s, 3H, CH3), 7.23 (d, 1H, J=8.9 Hz, Ar), 7.33 (s, 1H, Ar), 7.41 (d, 2H, J=8.9 Hz, Ar), 7.51 (dd, 1H, J=8.9 Hz, J=2.8 Hz, Ar), 7.79 (d, 2H, J=8.9 Hz, Ar), 8.0 (d, 1H, J=2.8 Hz, Ar), 9.75 (s, 1H, NH).

Provenance & Evidence