Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phenylacetylene | HCID 10821 | — |
| Reactant | HCID 22180670 | HCID 22180670 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 22180661 | HCID 22180661 | — |
Reaction Steps
To a mixture of 5-bromo-2-(phenylsulfonyl)pyridine (6.00 g), ethynylbenzene (2.87 mL), dichlorobis(triphenylphosphine)palladium (II) (140 mg) and CuI (38 mg) in DMF (90 mL) was added triethylamine (8.42 mL) and the mixture was stirred at 60° C. for 1 h. The reaction mixture was diluted with EtOAc, washed with water and brine, dried over sodium sulfate, evaporated in vacuo. The residue was purified by silica gel column chromatography (CHCl3 to CHCl3-EtOAc 10:1) to give 5-(phenylethynyl)-2-(phenylsulfonyl)pyridine (6.33 g) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07030121B2 |
|---|
| Source dataset | uspto-grants-2006_04 |
|---|
| ORD ID | ord-a00a153fcc4848eeaaf33c979066d62e |
|---|
| Source note | uspto-grants-2006_04 |
|---|
