Water → 5-Bromo-2-chloro-4-methylpyrimidine

5 g of 5-bromo-2,4-dichloropyrimidine was dissolved in 70 mL of tetrahydrofuran, and under stirring at room temperature, 15.8 g of trimethyl aluminum in 15% n-hexane and 1.77 g of tetrakis(triphenyl)phosphine were added, and stirred at 80° C., under nitrogen atmosphere for 7 hours. Under ice cooling, 70 mL of water was added little by little, followed by 46 g of potassium sodium tartrate tetrahydrate, and stirred at room temperature for 1 hour. Then the solution was extracted twice with ethyl acetate, and the resultant organic layer was washed with saturated brine. After drying over magnesium sulfate, the solvent was evaporated, and purification and isolation by silica gel column chromatography (ethyl acetate:n-hexane=1:8) were followed, to obtain 1.6 g of the title compound as a pale yellow syrup.

1. stirringstirred at 80° C., under nitrogen atmosphere for 7 hours
2. stirringstirred at room temperature for 1 hour
3. extractionThen the solution was extracted twice with ethyl acetate
4. washthe resultant organic layer was washed with saturated brine
5. dry with materialAfter drying over magnesium sulfate
6. customthe solvent was evaporated
7. custompurification and isolation by silica gel column chromatography (ethyl acetate:n-hexane=1:8)

ORD-Eintrag

ord-5052b8b045d549f89b0cb312ec47f62c

Quelldatensatz

uspto-grants-2008_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07429609B2