HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 3-(5-Bromopyridin-3-ylethynyl)-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 3,5-Dibromopyridine | HCID 69369 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 3-[(Trimethylsilyl)ethynyl]benzonitrile | HCID 22570318 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178419050 | HCID 178419050 | — |
| Product | 3-(5-Bromopyridin-3-ylethynyl)-benzonitrile | HCID 67047683 | 39% |
Reaction Steps
Prepare essentially as described in PREPARATION 17 using a 1 M solution of tetrabutylammonium fluoride in tetrahydrofuran (4.2 mL, 4.2 mmol), 3,5-dibromopyridine (1.00 g, 4.2 mmol), 3-trimethylsilanylethynylbenzonitrile (0.84 g, 4.2 mmol), (prepared as described in PREPARATION 5), bis(triphenylphosphine)palladium (II) dichloride (0.06 g, 0.08 mmol) and copper (I) iodide (0.03 g, 0.17 mmol) to give the title compound (0.45 g, 39%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07915424B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-be713fc415824b8fb317b84e44f112d7 |
| Source note | uspto-grants-2011_03 |