HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → N-[2-(Acetylamino)pyrimidin-5-yl]-4-(4-phenyl-1,3-thiazol-2-yl)piperazine-1-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(4-Phenyl-1,3-thiazol-2-yl)piperazine | HCID 712468 | — |
| Reactant | 2,2,2-Trichloroethyl [2-(acetylamino)pyrimidin-5-yl]carbamate | HCID 86625494 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-[2-(Acetylamino)pyrimidin-5-yl]-4-(4-phenyl-1,3-thiazol-2-yl)piperazine-1-carboxamide | HCID 68779904 | 40% |
Reaction Steps
A solution of 2,2,2-trichloroethyl [2-(acetylamino)pyrimidin-5-yl]carbamate (60.0 mg, 0.187 mmol), 1-(4-phenyl-1,3-thiazol-2-yl)piperazine (44.9 mg, 0.183 mmol), diisopropylethylamine (0.0319 ml, 0.183 mmol) and dimethylsulfoxide (2 ml) was stirred at 80° C. for 4 hours, 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. The residue was recrystallized from a mixed solvent of tetrahydrofuran, ethyl acetate and hexane to obtain the desired product (31.0 mg, 40.0%) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07851473B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-e3642025ccc84889905002bd0f4bc1a6 |
| Source note | uspto-grants-2010_12 |