HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-[3-[(E)-2-(3-pyridyl)vinyl]phenylamino]-3-nitropyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Bromopyridine | HCID 12286 | — |
| Reactant | 2-(3-Vinylphenylamino)-3-nitropyridine | HCID 23298128 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | Tri-o-tolylphosphine | HCID 80271 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-[3-[(E)-2-(3-pyridyl)vinyl]phenylamino]-3-nitropyridine | HCID 22724474 | 67.6% |
Reaction Steps
A mixture of 2-(3-vinylphenylamino)-3-nitropyridine (12.9 g), 3-bromopyridine (12.7 g), palladium(II) acetate (0.24 g), copper(I) iodide (0.10 g), tri-o-tolylphosphine (0.65 g), triethylamine (25 ml) and acetonitrile (150 ml) was stirred under reflux under nitrogen overnight. After removal of the solvents, crude residue was chromatographed on silica gel (450 g, chloroform as eluent) to give 2-[3-[(E)-2-(3-pyridyl)vinyl]phenylamino]-3-nitropyridine as a reddish orange crystals (11.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06117875 |
| Source dataset | uspto-grants-2000_09 |
| ORD ID | ord-b49e0b4166e14a6f875f40101f0ba827 |
| Source note | uspto-grants-2000_09 |