HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-{1-[1-(2,4-dichlorophenyl)cyclopropyl]ethyl}-2-chloropyrazine-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3-Chloro-2-pyrazine-carboxylic acid | HCID 1501900 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 1-[1-(2,4-Dichlorophenyl)cyclopropyl]ethylamine hydrochloride | HCID 67222992 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | N-{1-[1-(2,4-dichlorophenyl)cyclopropyl]ethyl}-2-chloropyrazine-3-carboxamide | HCID 86654185 | 69% |
Reaction Steps
To a solution of 2-chloropyrazine-3-carboxylic acid (0.15 g, 1.0 mmol), 1-[1-(2,4-dichlorophenyl)cyclopropyl]ethylamine hydrochloride (0.25 g, 0.94 mmol) and 4-dimethylaminopyridine (0.29 g, 2.4 mmol) in chloroform (10 ml) was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.22 g, 1.2 mmol) and the mixture was stirred at room temperature for 12 hrs. After adding water and chloroform, the mixture was separated, 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=3:1) to give a desired compound (yield; 0.24 g, 69%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08378114B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-d85b52312e4242fe9327a6178011d746 |
| Source note | uspto-grants-2013_02 |