HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → Benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 3-(Trifluoromethyl)aniline | HCID 7375 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 5124065 | HCID 5124065 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Benzamide | HCID 2331 | 248.3% |
Reaction Steps
To a solution of 3-[2-(4-adamantan-1-yl-phenoxy)-acetylamino]-benzoic acid (50.0 mg, 0.13 mmol), 3-trifluoromethyl-phenylamine (31.5 mg, 0.03 ml 0.20 mmol), EDC (37.4 mg, 0.20 mmol) and HOBt (30.0 mg, 0.20 mmol) in DMF 1.3 mL was added DIPEA (0.04 ml, 0.20 mmol). Reaction mixture was stirred, and separated by ethyl acetate and 10% HCl. It was sequentially washed with brine and water, and dried over MgSO4. The solvent was filtered and evaporated under reduced pressure to afford a crude solid, which was purified by silica gel flash column chromatography (EtoAC:Hexane=1:3) to give 3-[2-(4-adamantan-1-yl-phenoxy)-acetylamino]-N-3-trifluoromethyl-phenyl)-benzamide as a white solid (39.1 mg, 54.9% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394799B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-717f45f708eb44ee8b2ce3e117f56393 |
| Source note | uspto-grants-2013_03 |