Ethyl Acetate → HCID 19703153, compound

Temperature

80 °C

5-Bromopyrimidine (954 mg, 6 mmol) and 1.0 g (5.0 mmol) of 4-bromophenylboronic acid were dissolved in 20 ml of N,N-dimethylformamide and 5 ml of water. Tetrakistriphenylphosphine palladium (590 mg, 0.5 mmol) and 830 mg (7.5 mmol) of sodium carbonate were added to the solution, and the mixture was stirred at 80° C. for 2.5 hr. Ethyl acetate (60 ml) and 8.5 ml of water were added to the reaction solution. The mixture was filtered through Celite. The filtrate as an organic layer was washed five times with 30 ml of water. The organic layer was dried over anhydrous sodium sulfate and was filtered. The solvent was then removed by distillation, and the residue was purified by column chromatography on silica gel (n-hexane:ethyl acetate=5:1) to give 960 mg (yield 82%) of the title compound.

1. filtrationThe mixture was filtered through Celite
2. washThe filtrate as an organic layer was washed five times with 30 ml of water
3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
4. filtrationwas filtered
5. customThe solvent was then removed by distillation
6. customthe residue was purified by column chromatography on silica gel (n-hexane:ethyl acetate=5:1)

ORD record

ord-e6ae83d1ac5643149c81a48de9fef1b0

Source dataset

uspto-grants-2011_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07867980B2