N4-METHYL-6-CHLORO-5-NITROPYRIMIDIN-4-AMINE Chemical Properties

Melting point:

134 °C

Boiling point:

374.9±42.0 °C(Predicted)

Density 

1.582±0.06 g/cm3(Predicted)

storage temp. 

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

pka

-0.74±0.10(Predicted)

N4-METHYL-6-CHLORO-5-NITROPYRIMIDIN-4-AMINE Usage And Synthesis

Synthesis

To a stirred solution of 4,6-dichloro-5-nitropyrimidine (1.5 mmol), monomethylamine (0.5 mmol), Pd2(dba)3 (0.01 mmol), R-BINAP (0.03 mmol), and potassium carbonate (0.7 mmol) in toluene (5 mL) was reacted under argon protection for 3.5 hours at room temperature. Upon completion of the reaction, the mixture was filtered and concentrated. The residue was purified by silica gel column chromatography to afford the target product 6-chloro-N-methyl-5-nitro-4-pyrimidinamine.

References

[1] Chinese Chemical Letters, 2017, vol. 28, # 3, p. 583 - 587
[2] Patent: EP1598354, 2005, A1. Location in patent: Page/Page column 90
[3] Journal of Applied Chemistry, 1957, vol. 7, p. 109,112
[4] Journal of the American Chemical Society, 1957, vol. 79, p. 490,493
[5] European Journal of Medicinal Chemistry, 2010, vol. 45, # 8, p. 3389 - 3393

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