HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-[2-(2,4-dichlorophenyl)-1-methylethyl]-2-trifluoromethylpyrazine-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 1-(2,4-Dichlorophenyl)propan-2-amine | HCID 3041175 | — |
| Reactant | 3-(Trifluoromethyl)pyrazine-2-carboxylic acid | HCID 53630860 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | N-[2-(2,4-dichlorophenyl)-1-methylethyl]-2-trifluoromethylpyrazine-3-carboxamide | HCID 16742597 | 63.1% |
Reaction Steps
To a solution of 2-trifluoromethylpyrazine-3-carboxylic acid (0.25 g, 1.3 mmol), [2-(2,4-dichlorophenyl)-1-methylethyl]amine (0.27 g, 1.3 mmol) and 4-dimethylaminopyridine (0.19 g, 1.6 mmol) in chloroform (10 ml) was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.3 g, 1.6 mmol) and the mixture was stirred at room temperature for 12 hrs. After adding water and chloroform, the mixture was partitioned, and the organic layer was washed successively with water and saturated brine and dried over anhydrous sodium sulfate. The mixture was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1) to give a desired compound (yield; 0.31 g, 63%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08378114B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-0beea0ad785b46a28b366d3c0891ded1 |
| Source note | uspto-grants-2013_02 |