HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → 4-[3-(2-fluorophenyl)-1,2,4-thiadiazol-5-yl]-N-[4-(2-oxopyrrolidin-1-yl)phenyl]piperazine-1-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-[3-(2-Fluorophenyl)-1,2,4-thiadiazol-5-yl]piperazine | HCID 68775720 | — |
| Reactant | Bis(2,2,2-trichloroethyl) [4-(2-oxopyrrolidin-1-yl)phenyl]imidodicarbonate | HCID 86625512 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-[3-(2-fluorophenyl)-1,2,4-thiadiazol-5-yl]-N-[4-(2-oxopyrrolidin-1-yl)phenyl]piperazine-1-carboxamide | HCID 68779480 | 14.3% |
Reaction Steps
A solution of bis(2,2,2-trichloroethyl) [4-(2-oxopyrrolidin-1-yl)phenyl]imidodicarbonate (200 mg, 0.379 mmol), 1-[3-(2-fluorophenyl)-1,2,4-thiadiazol-5-yl]piperazine (196 mg, 0.742 mmol), diisopropylethylamine (0.132 ml, 0.758 mmol) and dimethyl sulfoxide (4 ml) was stirred at 70° C. for 24 hours, and the reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with water, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was recrystallized from ethyl acetate to give 25.3 mg (14.3%) of the desired product as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07851473B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-b83833dc9b5a4bbaa26399015243bdba |
| Source note | uspto-grants-2010_12 |