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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1718982Generated: October 31, 2026

Bromine → 4'-[(5-bromo-4-methyl-6-oxo-2-propylpyrimidin-1(6H)-yl)methyl]-3'-fluorobiphenyl-2-carbonitrile

https://huagongshe.com/reaction/1718982

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromineHCID 24408—
ReactantSodium AcetateHCID 517045—
Reactant3'-fluoro-4'-[(4-methyl-6-oxo-2-propylpyrimidin-1(6H)-yl)methyl]biphenyl-2-carbonitrileHCID 57460967—
SolventAcetic AcidHCID 176—
SolventTolueneHCID 1140—
Product4'-[(5-bromo-4-methyl-6-oxo-2-propylpyrimidin-1(6H)-yl)methyl]-3'-fluorobiphenyl-2-carbonitrileHCID 5746096838%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 3′-fluoro-4′-[(4-methyl-6-oxo-2-propylpyrimidin-1(6H)-yl)methyl]biphenyl-2-carbonitrile (1.4 g) and sodium acetate (0.32 g) in acetic acid (20 mL) was added bromine (0.2 mL), and the mixture was stirred at 70° C. for 2 hr. The reaction mixture was diluted with toluene and concentrated under reduced pressure. The residue was dissolved in ethyl acetate, 1 M aqueous sodium thiosulfate solution, washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (0.65 g, 38%) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07803940B2
Source datasetuspto-grants-2010_09
ORD IDord-3679c06763114d00b874e3ddb9a54f8f
Source noteuspto-grants-2010_09