Bromine → 5-bromo-6-(trifluoromethyl)-1H-pyrimidin-4-one

77.5 g (945.0 mmoles) of anhydrous sodium acetate was added, at room temperature, into a solution of 49.2 g (300.0 mmoles) of 4-hydroxy-6-trifluoromethylpyrimidine dissolved in 600 ml of acetic acid. Thereto was gradually added, at 45° C., 50.3 g (315 mmoles) of bromine. The mixture was stirred at the same temperature for 3 hours to give rise to a reaction. After confirmation of the completion of the reaction, the reaction mixture was subjected to reduced pressure distillation to remove the solvent contained therein. The residue was poured into water and extraction with ethyl acetate was conducted. The resulting organic layer was washed with water and an aqueous sodium chloride solution in this order and then dried over anhydrous magnesium sulfate. The resulting solution was subjected to reduced pressure distillation to remove the solvent contained therein. The residue was washed with n-hexane to obtain 38.9 g (yield: 53.4%) of 5-bromo-4-hydroxy-6-trifluoromethylpyrimidine.

1. additionThereto was gradually added, at 45° C.
2. customto give rise
3. customto a reaction
4. customAfter confirmation of the completion of the reaction
5. distillationthe reaction mixture was subjected to reduced pressure distillation
6. customto remove the solvent
7. additionThe residue was poured into water and extraction with ethyl acetate
8. washThe resulting organic layer was washed with water
9. dry with materialan aqueous sodium chloride solution in this order and then dried over anhydrous magnesium sulfate
10. distillationThe resulting solution was subjected to reduced pressure distillation
11. customto remove the solvent
12. washThe residue was washed with n-hexane

ORD record

ord-eb32739a01764413b449f138849da086

Source dataset

uspto-grants-2011_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07875606B2