HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → N-(3,4-Dimethyl-phenyl)-2-(4-fluoro-phenyl)-2-oxo-N-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 2-(4-Fluorophenyl)-2-oxoacetic Acid | HCID 579440 | — |
| Reactant | (3,4-Dimethyl-phenyl)-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-amine | HCID 58007591 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(3,4-Dimethyl-phenyl)-2-(4-fluoro-phenyl)-2-oxo-N-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-acetamide | HCID 58007489 | 70% |
Reaction Steps
To a solution of (3,4-dimethyl-phenyl)-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-amine (500 mg, 1.70 mmol, as described in example 1, step 3) in CH2Cl2 (15 mL) was added under a nitrogen atmosphere at 0° C. (4-fluoro-phenyl)-oxo-acetic acid (300 mg, 1.78 mmol, commercially available) and EDC (342 mg, 1.78 mmol). After stirring for 12 h a ambient temperature, the mixture was washed with aqueous Na2CO3 (saturated, 15 mL) and water (15 mL), the combined aqueous layers were extracted with CH2Cl2 (3×15 mL) and the combined organic layers dried over sodium sulfate. Concentration and purification by chromatography (SiO2, heptane:ethyl acetate=95:5 to 60:40) afforded the title compound (527 mg, 70%) as a light yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08133909B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-234dbae68af442889ed050181fad5bd5 |
| Source note | uspto-grants-2012_03 |