2-Bromo-4-(trifluoro methyl)pryrimidine Chemical Properties

Melting point:

21-23 °C

Boiling point:

247℃

Density 

1.807

refractive index 

1.475

Flash point:

103℃

storage temp. 

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

form 

low melting solid

pka

-4.12±0.20(Predicted)

color 

Light yellow

Safety Information

HS Code 

2933599590

2-Bromo-4-(trifluoro methyl)pryrimidine Usage And Synthesis

Synthesis

General procedure for the synthesis of 2-bromo-4-trifluoromethylpyrimidines from 4-(trifluoromethyl)pyrimidin-2(1H)-ones:[0604] Synthesis of 2-bromo-4-(trifluoromethyl)pyrimidines:[0605] To a stirred toluene solution (40 mL) of 6-(trifluoromethyl)-1,2-dihydropyrimidin-2-ol (2 g, 12.19 mmol), protected by argon gas To this solution, phosphorus bromide (5.24 g, 18.20 mmol) and N,N-dimethylaniline (156 mg, 1.20 mmol) were sequentially added at room temperature. The reaction mixture was heated to 100 °C and stirred for 3 hours. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction mixture was diluted with 50 mL of water and extracted with hexane (2 x 50 mL). The organic phases were combined, washed with 50 mL of water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to afford 2-bromo-4-(trifluoromethyl)pyrimidine as a light yellow oil (800 mg, 29% yield). The product was characterized by 1H-NMR (CDCl3, 500MHz): δ 8.82 (d, 1H), 7.64 (d, 1H); TLC conditions: 10% EtOAc/hexane (Rf 0.8).

References

[1] Patent: WO2013/142269, 2013, A1. Location in patent: Paragraph 0604; 0605; 0606