4,6-Dichloropyrimidine → n2-(6-Chloropyrimidin-4-yl)-n6-methylpyridine-2,6,diamine

A mixture of 2-methylamino-6-aminopyridine (0.5 g, 4.04 mmol), 4,6-dichloropyrimidine (1.51 g, 10.13 mmol), DIPEA (1.5 g, 12.17 mmol) in n-butanol (5 mL) was heated at 120° C. for 16 h. The reaction mixture was cooled, was concentrated under reduced pressure and the residue was taken in dichloromethane (25 mL). The dichloromethane solution was washed with NaHCO3 solution (2 mL), water (2 mL) and brine (2 mL), was dried over Na2SO4 and was concentrated under reduced pressure. The residue was purified by column chromatography (SiO2, 60-120, petroleum ether/ethyl acetate, 6/4) to give N2-(6-chloropyrimidin-4-yl)-N6-methylpyridine-2,6,diamine (0.3 g, 33%) as a yellow solid.

1. temperatureThe reaction mixture was cooled
2. concentrationwas concentrated under reduced pressure
3. washThe dichloromethane solution was washed with NaHCO3 solution (2 mL), water (2 mL) and brine (2 mL)
4. dry with materialwas dried over Na2SO4
5. concentrationwas concentrated under reduced pressure
6. customThe residue was purified by column chromatography (SiO2, 60-120, petroleum ether/ethyl acetate, 6/4)

ORD record

ord-20aa06a48ed84165b3e31dc7bcb40b1a

Source dataset

uspto-grants-2014_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08748606B2