Ammonia → 6-Chloro-2-methylpyrimidin-4-amine

Temperature

70 °C

Ammonia, 2.0 M in methyl alcohol (6.0 mL, 12 mmol) was added to a stirred yellow suspension of 4,6-dichloro-2-methylpyrimidine (Aldrich) (0.487 g, 3 mmol) in 1,4-dioxane (10.0 mL) at room temperature. The resulting mixture was sealed and stirred at 70° C. overnight. After cooling, the reaction mixture was concentrated and the crude residue was dissolved in DCM/MeOH and mixed with SiO2. The solvent was evaporated and the residue was purified by flash column chromatography (pure DCM to 10% MeOH in DCM) to give 6-chloro-2-methylpyrimidin-4-amine (0.25 g, 58%) as a white solid. MS (API-ES) m/z 144 (M+H)+.

1. customThe resulting mixture was sealed
2. temperatureAfter cooling
3. concentrationthe reaction mixture was concentrated
4. dissolutionthe crude residue was dissolved in DCM/MeOH
5. additionmixed with SiO2
6. customThe solvent was evaporated
7. customthe residue was purified by flash column chromatography (pure DCM to 10% MeOH in DCM)

ORD record

ord-ffc879deb1be43d48f0c5bc200c4af08

Source dataset

uspto-grants-2014_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08772480B2