HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-[5-(3,4,5,6-Tetramethoxy-2-methylbenzyl)-2-(3-pyridyl)benzoyl]-4-trifluoromethylaniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-(Trifluoromethyl)aniline | HCID 9964 | — |
| Reactant | 1H-Imidazolium, 2-chloro-4,5-dihydro-1,3-dimethyl-, chloride | HCID 10986715 | — |
| Reactant | 5-(3,4,5,6-Tetramethoxy-2-methylbenzyl)-2-(3-pyridyl)benzoic Acid | HCID 12147282 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[5-(3,4,5,6-Tetramethoxy-2-methylbenzyl)-2-(3-pyridyl)benzoyl]-4-trifluoromethylaniline | HCID 21919162 | 53% |
Reaction Steps
To a solution of 5-(3,4,5,6-Tetramethoxy-2-methylbenzyl)-2-(3-pyridyl)benzoic acid (85 mg, 0.2004 mmol) in methylene chloride (5 ml) were added 4-trifluoromethylaniline (48 mg, 0.2981 mmol), triethylamine (41 mg, 0.4059 mmol) and 2-chloro-1,3-dimethylimidazolinium chloride (102 mg, 0.6035 mmol) followed by stirring at room temperature for 3 hours. The reaction solution was washed with water and dried and the solvent was evaporated therefrom. The residue was purified by preparative thin layer chromatography (methylene chloride:methanol=95:5) to give the title compound (60 mg, 0.1060 mmol, 53%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07122543B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-781d16c9fa6047659b910abf2ebdb937 |
| Source note | uspto-grants-2006_10 |