A series of 2,4-diarylaminopyrimidine derivatives containing pyridine structure were designed and synthesized. The crystal structures of compounds 5d and 5e were obtained from X-ray diffraction. The crystal structure of 5d (C₂₅H₂₀ClFN₆O₂) belongs to the monoclinic system, space group P2₁/c with a = 11.0500(10), b = 18.3045(17), c = 13.5646(9) Å and β = 122.806(5)°. 5e (C₂₅H₁₉ClF₂N₆O₂) is of monoclinic system, space group P2₁/c with a = 10.9998(18), b = 18.517(3), c = 13.6355(16) Å and β = 123.315(9)°. The bioassay results showed all of the target compounds exhibited potential antiproliferative activities against MKN-45, HT-29, A549, K562 and GIST882 cell lines. Among them, compounds 5a, 5c and 5e exhibited remarkable inhibitory activities against GIST882, K562 and A549 cell lines with IC₅₀ values of 0.68, 0.38 and 0.60 μM, respectively, which were comparable to that of the positive control foretinib.