2-CHLORO-5-FLUORO-4-METHOXY-6-METHYLPYRIMIDINE Chemical Properties

Boiling point:

278.4±35.0 °C(Predicted)

Density 

1.334±0.06 g/cm3(Predicted)

storage temp. 

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

pka

-0.33±0.39(Predicted)

Appearance

Light yellow to yellow Solid

Safety Information

HS Code 

2933599590

2-CHLORO-5-FLUORO-4-METHOXY-6-METHYLPYRIMIDINE Usage And Synthesis

Synthesis

To a solution of tetrahydrofuran (THF, 6 mL) containing 2,4-dichloro-5-fluoro-6-methylpyrimidine (563 mg, 3.11 mmol), a methanolic solution of 25% sodium methanolate (671 mg) was slowly added under cooling at 0°C. The reaction mixture was slowly warmed up to room temperature over 1 hour. After completion of the reaction, the reaction solution was diluted with water and extracted with ethyl acetate (EtOAc). The organic phases were combined, concentrated and the residue was purified by silica gel column chromatography (eluent: ethyl acetate/hexane) to afford 2-chloro-5-fluoro-4-methoxy-6-methylpyrimidine in quantitative yield.

References

[1] Patent: WO2009/131974, 2009, A1. Location in patent: Page/Page column 88
[2] Patent: WO2014/66132, 2014, A1. Location in patent: Page/Page column 16-17
[3] Patent: WO2012/138590, 2012, A1. Location in patent: Page/Page column 71-72
[4] Journal of Medicinal Chemistry, 2016, vol. 59, # 7, p. 3231 - 3248