HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Ethyl 2-[3-(3,4,5-trichlorophenyl)-3-(trifluoro-methyl)pyrrolidin-1-yl]-4-(trifluoromethyl)-1,3-thiazole-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl 2-chloro-4-(trifluoromethyl)-1,3-thiazole-5-carboxylate | HCID 1235240 | — |
| Reactant | 3-(3,4,5-Trichlorophenyl)-3-(trifluoromethyl)pyrrolidine | HCID 59453372 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 2-[3-(3,4,5-trichlorophenyl)-3-(trifluoro-methyl)pyrrolidin-1-yl]-4-(trifluoromethyl)-1,3-thiazole-5-carboxylate | HCID 59453365 | 86.5% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
Ethyl 2-chloro-4-(trifluoromethyl)-1,3-thiazole-5-carboxylate (1.4 g) [see J. Het. Chem., 22, 1621 (1985)], 3-(3,4,5-trichlorophenyl)-3-(trifluoromethyl)pyrrolidine (1.7 g), and potassium carbonate (0.8 g) were added to N,N-dimethylformamide (50 mL), followed by heating at 100° C. for five hours. After cooling, the reaction solution was poured over ice water, and then extracted with ethyl acetate. The organic layer was dried over magnesium sulfate. The solvent was evaporated off under reduced pressure, and the residue was then purified by a silica gel chromatography to obtain the title compound (2.5 g, 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08450483B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-550dfc4b78984e6f92848b6cb19865cc |
| Source note | uspto-grants-2013_05 |