10397-15-6

3764-01-0

74-89-5

10397-15-6

32998-03-1

The general procedure for the synthesis of 4,6-dichloro-N-methylpyrimidin-2-amine and 2,6-dichloro-N-methylpyrimidin-4-amine from 2,4,6-trichloropyrimidine (0.50 g, 2.7 mmol) and monomethylamine (2M THF solution, 3.0 mL, 6.0 mmol) is as follows: 2,4,6-trichloropyrimidine was dissolved in THF (3 mL), and dropwise added to the THF solution of methylamine. The reaction mixture was slowly warmed to room temperature and stirred continuously for 30 min, and the reaction progress was monitored by LCMS to confirm the formation of the target product. Upon completion of the reaction, the reaction was quenched with 10 mL of water and subsequently extracted with EtOAc (2 × 10 mL). The organic phases were combined, washed with 10 mL of brine, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude product was purified by column chromatography (elution gradient: 0-30% EtOAc in hexane solution) to afford 2,6-dichloro-N-methyl-4-pyrimidinamine 180 mg (1.01 mmol, 38% yield) and 4,6-dichloro-N-methyl-2-pyrimidinamine 150 mg (0.85 mmol, 31% yield). The mass spectra (ES+) m/e of both compounds were 178 [M+H]+.