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2-Chloro-4-ethoxy-6-methyl-pyrimidine

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2-Chloro-4-ethoxy-6-methyl-pyrimidine Basic information

Product Name:
2-Chloro-4-ethoxy-6-methyl-pyrimidine
Synonyms:
  • 2-Chloro-4-ethoxy-6-methyl-pyrimidine
  • 2-Chloro-4-ethoxy-6-methyl-pyrimidine ISO 9001:2015 REACH
  • Pyrimidine, 2-chloro-4-ethoxy-6-methyl-
  • 2-chloro-4-ethoxy-6-methyl-pyrimidine - [C86616]
CAS:
37482-64-7
MF:
C7H9ClN2O
MW:
172.61
EINECS:
604-604-1
Mol File:
37482-64-7.mol
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2-Chloro-4-ethoxy-6-methyl-pyrimidine Chemical Properties

Melting point:
70-73℃
Boiling point:
282℃
Density 
1.193
Flash point:
124℃
storage temp. 
Storage temp. 2-8°C
pka
0.76±0.30(Predicted)
Appearance
White to off-white Solid
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Safety Information

HazardClass 
IRRITANT
HS Code 
2933599590
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2-Chloro-4-ethoxy-6-methyl-pyrimidine Usage And Synthesis

Uses

2-Chloro-4-ethoxy-6-methylpyrimidine is a reactant/starting material in the preparation of azolylpyrimidines as cytoprotective antiulcer agents.

Synthesis

5424-21-5

64-17-5

37482-64-7

General procedure: 2,4-dichloro-6-methylpyrimidine (3.0 g, 18.4 mmol), cesium carbonate (Cs2CO3, 6.6 g, 20.2 mmol) and ethanol (EtOH, 46 mL) were added to a reaction flask, and the mixture was stirred under reflux conditions for 48 hours. After completion of the reaction, the solid insoluble material was removed by filtration and the filtrate was purified by column chromatography to afford the target product 2-chloro-4-ethoxy-6-methylpyrimidine (1.88 g, 59% yield). The structure of the product was confirmed by 1H-NMR (CDCl3): δ6.47 (1H, s), 4.41 (2H, q), 2.42 (3H, s), 1.39 (3H, t).

References

[1] Patent: EP3239143, 2017, A2. Location in patent: Paragraph 0476
[2] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 21, p. 5206 - 5220
[3] Patent: WO2016/133959, 2016, A1. Location in patent: Page/Page column 46; 47

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