Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75521Generated: October 25, 2026

Potassium Carbonate → 3'-(Cyanomethyl)-5-fluoro-2-methylbiphenyl-4-carbonitrile

https://huagongshe.com/reaction/75521

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-Cyanomethylphenylboronic acidHCID 2773344—
Reactant4-Bromo-2-fluoro-5-methylbenzonitrileHCID 34175419—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
Product3'-(Cyanomethyl)-5-fluoro-2-methylbiphenyl-4-carbonitrileHCID 6760699191.1%

Reaction Conditions

Temperature150 °C

Reaction Steps

Tetrakis(triphenylphosphine)palladium (10 mg, 0.1 mmol) was added into the solution of 4-bromo-2-fluoro-5-methylbenzonitrile (110 mg, 0.5 mmol), K2CO3 70% aqueous solution (1 mL) and 3-(cyanomethyl)phenylboronic acid (96 mg, 0.6 mmol) in 10 ml N,N-dimethyl formamide, the solution was heated at 150° C. under microwave condition for 20 minutes, and the reaction mixture was partitioned with 20 mL water and 50 mL ethyl acetate, the aqueous layer was extracted with ethyl acetate (100 mL×2), and the combined organic layer was washed by saturated solution of sodium bicarbonate, sodium chloride, and dried by sodium sulfate, and concentrated by give quantitative products 3′-(cyanomethyl)-5-fluoro-2-methylbiphenyl-4-carbonitrile 3 (114 mg, 88% yield, confirmed by LCMS: 251.10) without purification for next steps.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835445B2
Source datasetuspto-grants-2014_09
ORD IDord-1de5a6f96c6c4dc4916563c43b261c6e
Source noteuspto-grants-2014_09