HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-(4-Phenyl-1,3-thiazol-2-yl)-N-pyridin-4-ylpiperazine-1-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(4-Phenyl-1,3-thiazol-2-yl)piperazine | HCID 712468 | — |
| Reactant | 2,2,2-Trichloroethyl pyridin-4-ylcarbamate | HCID 14257294 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 4-(4-Phenyl-1,3-thiazol-2-yl)-N-pyridin-4-ylpiperazine-1-carboxamide | HCID 68776412 | 19.3% |
Reaction Steps
A mixed solution of 2,2,2-trichloroethyl pyridin-4-ylcarbamate (360 mg, 1.33 mmol), 1-(4-phenyl-1,3-thiazol-2-yl)piperazine (360 mg, 1.47 mmol) and diisopropylethylamine (0.256 ml, 1.47 mmol) in dimethyl sulfoxide (4.4 ml) was stirred at 70° C. for 8 hours. Water was poured to the reaction mixture, and the resulting solution was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate) and recrystallized from a mixed solvent of hexane and ethyl acetate to give 93.7 mg (19.2%) 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-e62032abe9d94bde81300e80b41e6cd7 |
| Source note | uspto-grants-2010_12 |