Dimethylamine → 2,6-Dichloro-N,N-dimethylpyrimidin-4-amine

A mixture of 2,4,6-trichloropyrimidine (10 g), N,N-diisopropylethylamine (8.5 g), and THF (50 mL) was ice-cooled, and a solution of 50% aqueous dimethyl amine (4.9 g) in THF (10 mL) was added dropwise. The mixture was stirred at room temperature for 1 day, then the reaction mixture was concentrated, and the residue was diluted with chloroform and then washed with saturated aqueous sodium hydrogencarbonate. The organic layer was dried with anhydrous sodium sulfate, the desiccant was removed by filtration, and then the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, hexane/ethyl acetate=4:1-1:1) to obtain (2,6-dichloropyrimidin-4-yl)dimethylamine (9.9 g).

1. temperaturecooled
2. concentrationthe reaction mixture was concentrated
3. additionthe residue was diluted with chloroform
4. washwashed with saturated aqueous sodium hydrogencarbonate
5. dry with materialThe organic layer was dried with anhydrous sodium sulfate
6. customthe desiccant was removed by filtration
7. concentrationthe filtrate was concentrated under reduced pressure
8. customThe residue was purified by column chromatography (silica gel, hexane/ethyl acetate=4:1-1:1)

ORD record

ord-2efe272a67a74349850c5c6bacf471c5

Source dataset

uspto-grants-2011_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08044068B2