2-AMINO-4-CHLORO-6-TRIFLUOROMETHYL-PYRIMIDINE Chemical Properties

Melting point:

92-93 °C

Boiling point:

280.7±50.0 °C(Predicted)

Density 

1.598±0.06 g/cm3(Predicted)

storage temp. 

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

pka

0.29±0.10(Predicted)

Appearance

White to off-white Solid

InChI

InChI=1S/C5H3ClF3N3/c6-3-1-2(5(7,8)9)11-4(10)12-3/h1H,(H2,10,11,12)

InChIKey

ZLIUVGFJXHOHLN-UHFFFAOYSA-N

SMILES

C1(N)=NC(C(F)(F)F)=CC(Cl)=N1

Safety Information

HS Code 

2933599590

2-AMINO-4-CHLORO-6-TRIFLUOROMETHYL-PYRIMIDINE Usage And Synthesis

Synthesis

Example 15: Synthesis of 4-chloro-6-(trifluoromethyl)pyrimidin-2-amine (24) 2-Amino-6-(trifluoromethyl)pyrimidin-4-ol (200 mg, 1.1 mmol) was dissolved in a mixed solution of phosphorus oxychloride (POCl3, 3 eq., 0.3 mL, 3.3 mmol) and N,N-dimethylaniline (0.28 mL, 2 eq.). The reaction mixture was heated with stirring at 70 °C for 4 hours. Upon completion of the reaction, the mixture was slowly poured into an ice-water mixture to quench the reaction and the precipitated solid was collected by filtration to afford the target compound 24 in 59% yield. The product was identified by electrospray ionization mass spectrometry (ESI-MS), m/z 198 [M + H]+.

References

[1] Chinese Chemical Letters, 2013, vol. 24, # 5, p. 386 - 388
[2] Pesticide Science, 1999, vol. 55, # 5, p. 566 - 570
[3] Patent: WO2006/114409, 2006, A1. Location in patent: Page/Page column 23
[4] Patent: US2010/167935, 2010, A1. Location in patent: Page/Page column 24
[5] Journal of Medicinal Chemistry, 2014, vol. 57, # 6, p. 2429 - 2439

2-AMINO-4-CHLORO-6-TRIFLUOROMETHYL-PYRIMIDINE(16097-60-2)Related Product Information

• 5-AMINO-6-CHLORO-2-(TRIFLUOROMETHYL)PYRIMIDINE-4-THIOL
• CHEMBRDG-BB 4015979
• 4-chloro-N-ethyl-6-(trifluoromethyl)-2-pyrimidinamine
• CHEMBRDG-BB 4015980
• 2-AMINO-4-CHLORO-6-TRIFLUOROMETHYL-PYRIMIDINE
• 4-Chloro-6-trifluoromethylpyrimidine