HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-[6-(4-Chloro-phenyl)-quinoline-2-ylethynyl]-benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Ethynylbenzaldehyde | HCID 2771645 | — |
| Reactant | 2-Bromo-6-(4-chloro-phenyl)-quinoline | HCID 85969692 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-[6-(4-Chloro-phenyl)-quinoline-2-ylethynyl]-benzaldehyde | HCID 85969697 | — |
Reaction Steps
Under a nitrogen atmosphere 0.6 mg CuI, 9.3 mg Pd(PPh3)2Cl2 and 318 mg (1 mmol) 2-bromo-6-(4-chloro-phenyl)-quinoline are added successively to a solution of 85 mg (0.66 mmol) 4-ethynyl-benzaldehyde and 2.6 mL (18.67 mmol) triethylamine in 5 mL absolute DMF and 10 mL acetonitrile. The reaction mixture is stirred for 14 hours at RT and evaporated down. The purification is carried out by column chromatography on silica gel (PE/EtOAc 1:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08618132B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-1fdbf28f2ce44200932e9ee827c1caea |
| Source note | uspto-grants-2013_12 |