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

Melting point:

137-139°C

Boiling point:

426.5±37.0 °C(Predicted)

Density 

1.259±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

DMSO (Slightly), Methanol (Slightly)

pka

3.34±0.10(Predicted)

form 

Solid

color 

Off-White to Pale Yellow

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

HazardClass 

IRRITANT

HS Code 

2933599590

4-(pyridine-2-yl) pyrimidin-2-amine Usage And Synthesis

Chemical Properties

Off-White Solid

Uses

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).

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