4-(pyridine-2-yl) pyrimidin-2-amine

Chemical properties

Off-White Solid

The Uses of 4-(pyridine-2-yl) pyrimidin-2-amine

Intermediate in the preparation of Nilotinib.

Preparation

Synthesis of 4-(pyridine-2-yl) pyrimidin-2-amine (P2P). (0.5 g, 2.84 mmol) of (Z)-3- dimethylamino-1-(pyridine-2-yl)prop-2-en-1-one was suspended was suspended in 15ml of nbutanol. To the solution (0.346 g, 2.84 mmol) of guanidine nitrate added and followed by the addition of NaOH(0.114 g, 2.84 mmol) and reflux this mixture at 110℃ for 12h. After completion of the reaction the mixture was filtered, the clear yellow solution of filtrate kept for room temperature. After 20 min yellow crystal formed and dried in a vacuum under reduced pressure. Yield (0.296 g, 60%) IR (KBr): 3471, 3142, 1622, 1568, 1463, 1340, 1215, 1095, 993, 783, 650, 524.1H NMR (300 MHz, CDCl3) δ 8.69 (dd, J = 11.9, 10.0 Hz, 1H), 8.45 (dd, J = 5.1, 2.6 Hz, 1H), 8.40 – 8.20 (m, 1H), 7.85 (ddd, J = 17.9, 9.4, 7.3 Hz, 1H), 7.64 (dd, J = 5.1, 2.8 Hz, 1H), 7.53 – 7.30 (m, 1H), 5.30 (s, 2H). 13C NMR (75 MHz, CDCl3) δ 164.49 (s), 163.75 (s), 159.65 (s), 154.75 (s), 149.79 (s), 137.29 (s), 125.41 (s), 121.87 (s), 108.26 (s).