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4-(Pyridin-3-yl)pyrimidin-2-amine

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4-(Pyridin-3-yl)pyrimidin-2-amine Basic information

Product Name:
4-(Pyridin-3-yl)pyrimidin-2-amine
Synonyms:
  • BUTTPARK 41\09-83
  • 4-(3-PYRIDINYL)-2-PYRIMIDINAMINE
  • 4-(3-PYRIDINYL)-2-PYRIMIDINE AMINE
  • 4-(3-PYRIDINYL)-2-PYRIMIDINYLAMINE
  • 4-(PYRIDIN-3-YL)PYRIMIDIN-2-AMINE
  • 4-(3-Pyridyl)-2-pyrimidinamine
  • 4-(3-Pyridinyl)-2-aminopyrimidine
  • 4-(3-Pyridyl)-2-pyrimidineamine
CAS:
66521-66-2
MF:
C9H8N4
MW:
172.19
EINECS:
1312995-182-4
Product Categories:
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
66521-66-2.mol
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4-(Pyridin-3-yl)pyrimidin-2-amine Chemical Properties

Melting point:
189-191 °C
Boiling point:
439.9±37.0 °C(Predicted)
Density 
1.259±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
2.76±0.10(Predicted)
color 
Off-White to Pale Yellow
InChI
InChI=1S/C9H8N4/c10-9-12-5-3-8(13-9)7-2-1-4-11-6-7/h1-6H,(H2,10,12,13)
InChIKey
LQHQKYWYKPLKCH-UHFFFAOYSA-N
SMILES
C1(N)=NC=CC(C2=CC=CN=C2)=N1
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Safety Information

Hazard Codes 
T
Risk Statements 
25-20/21/22
Safety Statements 
45-36/37
HS Code 
29339900
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4-(Pyridin-3-yl)pyrimidin-2-amine Usage And Synthesis

Chemical Properties

White to off-white or brown solid.

Uses

4-(3-Pyridinyl)-2-pyrimidinamine serves as an intermediate compound during the synthesis of Nilotinib. Nilotinib is a selective tyrosine kinase receptor inhibitor used in the therapy of chronic myelogenous leukemia.

Synthesis

3-(Dimethylamino)-1-(pyridine-3-yl) prop-2-en-1-one (15.4 g, 0.088 mol), guanidine nitrate (10.7 g, 0.088 mol), and sodium hydroxide (3.5 g, 0.088 mol) were dissolved in n-butanol (120 mL). The mixture was heated to reflux with stirring and maintained for 16 hours. The reaction mixture was then cooled to room temperature. The solid was collected and washed with water (400 mL). The desired product was dried under vacuum for three days, and 12.7 g of yellow crystals of 4-(Pyridin-3-yl)pyrimidin-2-amine was obtained (yield: 85 %).

4-(Pyridin-3-yl)pyrimidin-2-amine Preparation Products And Raw materials

Raw materials

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