2,4-Dichloro-5-amino-6-methylpyrimidine

Uses

2,4-dichloro-6-methylpyrimidin-5-amine is an amine compound that can be used as a pharmaceutical intermediate or raw material for organic synthesis.

Application

2,4-Dichloro-5-amino-6-methylpyrimidine is not only used as a key raw material for synthesizing bioactive drug compounds and pyrimidine heterocyclic derivatives with antiviral, antitumor and antibacterial properties, but also for the preparation of pyrimidine herbicides, insecticides, fungicides and other agrochemicals.

Synthesis

2,4-Dichloro-5-nitro-6-methylpyrimidine (860 mg) was used as a feedstock and co-dissolved with Pd/C (180 mg) in ethyl acetate (30 mL). Hydrogen was passed three times at room temperature to displace the air in the reaction system, followed by the reaction at 40 psi hydrogen pressure. Upon completion of the reaction, the Pd/C catalyst was removed by filtration to afford the yellow solid product 2,4-dichloro-5-amino-6-methylpyrimidine (500 mg) in 65.1% yield.

References

[1] Heterocyclic Communications, 2014, vol. 20, # 5, p. 275 - 279
[2] Patent: CN105906621, 2016, A. Location in patent: Paragraph 0032
[3] Journal of Heterocyclic Chemistry, 2016, vol. 53, # 3, p. 832 - 839
[4] Journal of the American Chemical Society, 1954, vol. 76, p. 1953
[5] Yakugaku Zasshi, 1942, vol. 62, p. 315,333; dtsch. Ref. S. 95, 106