HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1026757Generated: November 1, 2026
1,2-Dimethoxyethane → 2-(4-Fluorophenyl)isonicotinonitrile
https://huagongshe.com/reaction/1026757
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2-Dimethoxyethane | HCID 8071 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Fluorophenylboronic acid | HCID 285645 | — |
| Reactant | 2-Chloro-4-cyanopyridine | HCID 568638 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-(4-Fluorophenyl)isonicotinonitrile | HCID 46312075 | 73.6% |
Reaction Steps
A mixture of 2-chloro-isonicotinonitrile (1.9 g), 4-fluorophenylboronic acid (2.9 g), sodium carbonate (4.3 g), tetrakis(triphenylphosphine)palladium (480 mg), 1,2-dimethoxyethane (40 mL), ethanol (20 mL) and water (20 mL) was stirred while heating at 100° C. for 2 hr. The solvent was distilled off under reduced pressure, and the resulting residue was then purified by column chromatography (silica gel cartridge, hexane:ethyl acetate=94:6-50:50) to afford 2-(4-fluorophenyl)pyridine-4-carbonitrile (2.0 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08729271B2 |
|---|
| Source dataset | uspto-grants-2014_05 |
|---|
| ORD ID | ord-55b6f545ef874f51a2ef5be5c1514179 |
|---|
| Source note | uspto-grants-2014_05 |
|---|