The origin of a common compound about 13040-89-6

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13040-89-6, 5-Chloro-6-methylpyrimidin-4-amine, and friends who are interested can also refer to it.

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.13040-89-6, name is 5-Chloro-6-methylpyrimidin-4-amine, molecular formula is C5H6ClN3, molecular weight is 143.57, as common compound, the synthetic route is as follows.Product Details of 13040-89-6

To a solution of 1,1-dimethylethyl (25)-2-(3-bromo-2-oxopropyl)-l-piperidinecarboxylate D2 (0.10 g, 0.31 mmol) in DMF (1.50 ml) was added 5-chloro-6-methyl-4-pyrimidinamine (available from Chemstep No.19785) (0.049 g, 0.34 mmol) and the reaction mixture was stirred at 80 0C for 4 h. The solvent was removed under reduced pressure and the residue was taken-up in Et2O. The organic phase was washed with water, dried (Na2SO4), filtered and evaporated under reduced pressure. The residue was eluted through a SCX column to afford a crude material (0.021 g) containing the title compound D7, the corresponding N- Boc protected derivative and some residual 5-chloro-6-methyl-4-pyrimidinamine. [N-Boc derivative data. UPLC: rt = 0.71 min, peaks observed: 365 (M+l, 100%) and 367 (M+l, 33%). C18H25ClN4O2 requires 364]. The crude was dissolved in DCM (1 ml) and TFA (2 ml) was added dropwise. The reaction was left under stirring for 1 h at room temperature. Volatiles were removed under reduced pressure and the residue eluted through a SCX column (500 mg) to afford the title compound D7 (0.018 g)contaminated with some residual 5-chloro-6-methyl-4-pyrimidinamine. UPLC: rt = 0.40 min, peaks observed: 265 (M+l, 100%) and 267 (M+l, 33%). C13Hi7ClN4 requires 264.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13040-89-6, 5-Chloro-6-methylpyrimidin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/3997; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia