Dichloromethane → 5-Bromo-4-methoxypyrimidine

Temperature

5 °C

Twenty grams (0.13 mol) of 5-bromo-4-chloropyrimidine were dissolved in 100 mL of methanol and the solution was cooled to 5° C. by means of an ice bath. A solution consisting of 29.5 mL of a 25 percent solution of sodium methoxide in methanol and 20 mL of methanol was added with stirring and cooling. The temperature rose to 37° C. and then began to fall. The mixture was stirred for 4 hours at ambient temperature and was then diluted with 200 mL of water (which caused the formation of a white precipitate) and 200 mL of dichloromethane (which dissolved the precipitate). The phases were separated and the organic phase was washed with 150 mL of water, dried over sodium sulfate, and concentrated by evaporation under reduced pressure to obtain 18.2 g (93.8 percent of theory) of the title compound as a white crystalline solid melting at 73°-75° C.

1. additionwas added
2. temperaturecooling
3. customrose to 37° C.
4. stirringThe mixture was stirred for 4 hours at ambient temperature
5. dissolutiondissolved the precipitate)
6. customThe phases were separated
7. washthe organic phase was washed with 150 mL of water
8. dry with materialdried over sodium sulfate
9. concentrationconcentrated by evaporation under reduced pressure

ORD record

ord-9db8ce25bb654458a9eb7d0b1ca34ce3

Source dataset

uspto-grants-1998_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05780465