(2,6-DICHLORO-PYRIMIDIN-4-YL)-DIMETHYL-AMINE Chemical Properties

Melting point:

113 °C

Boiling point:

306.1±22.0 °C(Predicted)

Density 

1.393±0.06 g/cm3(Predicted)

storage temp. 

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

pka

-0.58±0.10(Predicted)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

(2,6-DICHLORO-PYRIMIDIN-4-YL)-DIMETHYL-AMINE Usage And Synthesis

Synthesis

Under argon protection, 2,4,6-trichloropyrimidine (10 g, 54.64 mmol) was dissolved in dichloromethane (300 mL), cooled to -78 °C and stirred. Subsequently, dimethylamine hydrochloride (4.45 g, 54.64 mmol) was added to this solution. Triethylamine (15.22 mL, 109.29 mmol) was added slowly and the reaction temperature was kept at -78 °C with stirring for 2 hours, followed by a gradual warming to 0 °C over 2 hours. The progress of the reaction was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction mixture was diluted with water (150 mL) and extracted with dichloromethane (2 x 100 mL). The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography with 20% ethyl acetate/hexane as eluent to afford the target compound 2,6-dichloro-4-N,N-dimethylaminopyrimidine (8.1 g, 77% yield) as a white solid.TLC conditions: 10% ethyl acetate/hexane (Rf 0.4).1H-NMR (500 MHz, DMSO-d6): δ 6.82 (s 1H), 3.09 (s, 6H).

References

[1] Patent: WO2016/168619, 2016, A1. Location in patent: Paragraph 00194
[2] Patent: US2004/82587, 2004, A1. Location in patent: Page/Page column 12
[3] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 13, p. 3408 - 3413

(2,6-DICHLORO-PYRIMIDIN-4-YL)-DIMETHYL-AMINE(117077-93-7)Related Product Information

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