HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 6-(2-(9H-fluoren-9-ylidene)acetamido)-N-(2-amino-4-trifluoromethylphenyl)hexanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Trifluoromethyl-1,2-phenylenediamine | HCID 520822 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 6-(2-(9H-fluoren-9-ylidene)acetamido)hexanoic acid | HCID 57495416 | — |
| Reactant | HCID 178418300 | HCID 178418300 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | 6-(2-(9H-fluoren-9-ylidene)acetamido)-N-(2-amino-4-trifluoromethylphenyl)hexanamide | HCID 44540343 | 58% |
Reaction Steps
6-(2-(9H-fluoren-9-ylidene)acetamido)hexanoic acid (335 mg, 1 mmol), and 8 ml of DMF were stirred at room temperature while 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (394 mg, 2 mmol), hydroxy-benzotriazole (162 mg, 1.2 mmol), triethylamine (404 mg, 4 mmol) and 4-trifluoromethyl-o-phenylenediamine (211 mg, 1.2 mmol) were added. The mixture was stirred for 24 hours at room temperature. The mixture was diluted with 400 mL of brine. The solids were collected by vacuum filtration, washed with water and dried under vacuum to give the title compound (286 mg, 58% yield) as a brown solid. LC-MS (m/z) 494 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178577B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-63171861d3514941843b204567841179 |
| Source note | uspto-grants-2012_05 |