Phosphorus oxychloride → 5-Bromo-4-chloro-6-(trifluoromethyl)pyrimidine

Temperature

100 °C

24.3 g (100.0 mmoles) of 5-bromo-4-hydroxy-6-trifluoromethylpyrimidine was suspended in 18.5 g (120.0 mmoles) of phosphorus oxychloride. The mixture was stirred at 100° C. for 2 hours to give rise to a reaction. After confirmation of the completion of the reaction, the reaction mixture was poured into water gradually, followed by extraction with chloroform. 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 vacuum distillation to remove the solvent contained therein. The residue was purified by silica gel column chromatography to obtain 21.5 g (yield: 82.4%) of 5-bromo-4-chloro-6-trifluoromethylpyrimidine.

1. customto give rise
2. customto a reaction
3. customAfter confirmation of the completion of the reaction
4. extractionfollowed by extraction with chloroform
5. washThe resulting organic layer was washed with water
6. dry with materialan aqueous sodium chloride solution in this order and then dried over anhydrous magnesium sulfate
7. distillationThe resulting solution was subjected to vacuum distillation
8. customto remove the solvent
9. customThe residue was purified by silica gel column chromatography

ORD record

ord-5ac86146bc484c2bab651f67350695b9

Source dataset

uspto-grants-2007_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07238689B2