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4-chloro-N-ethyl-5-(trifluoroMethyl)pyriMidin-2-aMine

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4-chloro-N-ethyl-5-(trifluoroMethyl)pyriMidin-2-aMine Basic information

Product Name:
4-chloro-N-ethyl-5-(trifluoroMethyl)pyriMidin-2-aMine
Synonyms:
  • 4-chloro-N-ethyl-5-(trifluoroMethyl)pyriMidin-2-aMine
  • 2-chloro-N-ethyl-5-(trifluoromethyl)-4-Pyrimidinamine
  • 2-chloro-N-ethyl-5-(trifluoromethyl)pyrimidin-4-amine
  • 4-Pyrimidinamine, 2-chloro-N-ethyl-5-(trifluoromethyl)-
  • (2-Chloro-5-trifluoromethyl-pyrimidin-4-yl)-ethyl-amine
  • 2-chloro-4-(ethylamino)-5-(trifluoromethyl)pyrimidine
CAS:
1374829-47-6
MF:
C7H7ClF3N3
MW:
225.6
Mol File:
1374829-47-6.mol
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4-chloro-N-ethyl-5-(trifluoroMethyl)pyriMidin-2-aMine Chemical Properties

Boiling point:
319.1±42.0 °C(Predicted)
Density 
1.434±0.06 g/cm3(Predicted)
pka
0.63±0.10(Predicted)
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4-chloro-N-ethyl-5-(trifluoroMethyl)pyriMidin-2-aMine Usage And Synthesis

Synthesis

A solution of 2,4-dichloro-5-(trifluoromethyl)pyrimidine (70 g, 322.61 mmol) in THF (1.4 L) was treated with a solution of ethanolamine (32 g, 709.74 mmol, 46.37 mL) in THF (100 mL) at 0°C, dropwise under N2, over 1 hour. Once the addition was complete, the mixture was stirred at 25°C for 1 hour. The mixture was then filtered and concentrated under reduced pressure to obtain a residue. The residue was subsequently triturated with DCM (200 mL) and filtered. The filtrate was recrystallized with a mixture of n-heptane (600 mL) and MTBE (400 mL). The resulting phase was syrup-like in consistency, and the liquid phase was discarded. The syrup residue was further purified by silica gel column chromatography (PE: EtOAc=20:1) to yield 4-chloro-N-ethyl-5-(trifluoromethyl) pyrimidine-2-amine as a white solid.

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