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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Cyanomethylphenylboronic acid | HCID 2773344 | — |
| Reactant | 4-Bromo-2-fluoro-5-methylbenzonitrile | HCID 34175419 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3'-(Cyanomethyl)-5-fluoro-2-methylbiphenyl-4-carbonitrile | HCID 67606991 | 91.1% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08835445B2 |
|---|
| Source dataset | uspto-grants-2014_09 |
|---|
| ORD ID | ord-1de5a6f96c6c4dc4916563c43b261c6e |
|---|
| Source note | uspto-grants-2014_09 |
|---|