4-(4-Methylpiperazin-1-yl)aniline → 8-(2-cyclopropylbenzyl)-2-(4-(4-methylpiperazin-1-yl)phenylamino)pyrido[2,3-d]pyrimidin-7(8H)-one

Participants

Reaction Steps

8-(2-cyclopropylbenzyl)-2-(methylsulfinyl)pyrido[2,3-d]pyrimidin-7(8H)-one (80 mg, 0.24 mmol) and 4-(4-methylpiperazino)aniline (45 mg, 0.24 mmol) were stirred at 140° C. for 3 h. After completion, the reaction mixture was purified by silica gel column chromatography using chloroform:methanol (100:3). The crude product was recrystallized from acetonitrile to give the title compound (31 mg, 0.07 mmol, 29%). ESMS m/z 467 (M+H)+; 1H NMR (400 MHz, CDCl3) δ ppm 8.53 (s, 1H), 7.60 (d, J=9.3 Hz, 1H), 7.14-7.20 (m, 2H), 6.99-7.13 (m, 4H), 6.71 (br. s., 2H), 6.63 (d, J=7.5 Hz, 1H), 6.54 (d, J=9.3 Hz, 1H), 5.72 (s, 2H), 3.12-3.18 (m, 4H), 2.54-2.64 (m, 4H), 2.36 (s, 3H), 2.00-2.11 (m, 1H), 0.90-0.99 (m, 2H), 0.69-0.77 (m, 2H).

Provenance & Evidence