4-BROMO-2,6-DIMETHOXY-PYRIMIDINE Chemical Properties

Boiling point:

294.7±43.0 °C(Predicted)

Density 

1.563±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

-1.75±0.30(Predicted)

Appearance

White to light yellow Solid

4-BROMO-2,6-DIMETHOXY-PYRIMIDINE Usage And Synthesis

Synthesis

To a 2L three-necked round-bottomed flask was added 2,4,6-tribromopyrimidine (54 g, 170.47 mmol, 1 eq.), methanol (500 mL), ethyl ether (500 mL), and a methanolic solution of sodium methanolate (30%, 76.7 g, 2.50 eq.), dropwise. The reaction mixture was stirred at room temperature for 2 hours. After completion of the reaction, the mixture was concentrated in vacuum. The concentrate was diluted with 1 L of ethyl acetate and the organic layer was subsequently washed with 3 x 500 mL of saturated sodium chloride solution. The organic layer was again concentrated in vacuum. The residue was purified by silica gel column chromatography with ethyl acetate/petroleum ether (1:100 to 1:10) as eluent. The fractions containing the target product were combined and concentrated in vacuo to afford 23 g (62% yield) of 4-bromo-2,6-dimethoxypyrimidine as a white solid. The product was confirmed by LC-MS analysis: (ES, m/z): RT = 1.287 min, LCMS 28: m/z = 219 [M + 1].

References

[1] Patent: WO2017/181177, 2017, A1. Location in patent: Paragraph 01122; 01125-01127

4-BROMO-2,6-DIMETHOXY-PYRIMIDINE(60186-89-2)Related Product Information

• 5-Bromo-4,6-dichloropyrimidine
• 5-Bromo-2,4-dichloropyrimidine
• Pyrimidine, 4-bromo- (8CI,9CI)
• 4-BROMO-2-HYDROXYPYRIMIDINE
• 4-BROMO-2,6-DIMETHOXY-PYRIMIDINE