Sodium Methoxide → 5-Bromo-4-methoxy-6-(trifluoromethyl)pyrimidine

16.7 ml of sodium methoxide (a 28% methanol solution, 86.4 mmoles) was added, at room temperature, to a solution of 21.5 g (82.2 mmoles) of 5-bromo-4-chloro-6-trifluoromethylpyrimidine dissolved in 100 ml of methanol. The mixture was stirred to give rise to a reaction. After confirmation of the completion of the reaction, the reaction mixture was subjected to vacuum distillation to remove the solvent contained therein. The residue was poured into water, 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 washed with n-hexane to obtain 19.2 g (yield: 91.0%) of 5-bromo-4-methoxy-6-trifluoromethylpyrimidine.

1. customto give rise
2. customto a reaction
3. customAfter confirmation of the completion of the reaction
4. distillationthe reaction mixture was subjected to vacuum distillation
5. customto remove the solvent
6. additionThe residue was poured into water
7. extractionfollowed by extraction with chloroform
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 vacuum distillation
11. customto remove the solvent
12. washThe residue was washed with n-hexane

ORD record

ord-941bb5eee24043d8b1d96b1e5c8db8bb

Source dataset

uspto-grants-2007_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07238689B2