HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → 4-(4-Phenyl-1,3-thiazol-2-yl)-N-pyridin-3-ylpiperidine-1-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Phenyl-2-(piperidin-4-yl)thiazole | HCID 24261834 | — |
| Reactant | 2,2,2-Trichloroethyl pyridin-3-ylcarbamate | HCID 68575380 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-(4-Phenyl-1,3-thiazol-2-yl)-N-pyridin-3-ylpiperidine-1-carboxamide | HCID 68778123 | 33.1% |
Reaction Steps
A solution of 2,2,2-trichloroethyl pyridin-3-ylcarbamate (187 mg, 0.696 mmol), 4-(4-phenyl-1,3-thiazol-2-yl)piperidine (170 mg, 0.696 mmol), diisopropylethylamine (0.121 ml, 0.696 mmol) and dimethylsulfoxide (3 ml) was stirred at 70° C. for 12 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 and the solvent was distilled off under reduced pressure. The residue was recrystallized from a mixed solvent of hexane and ethyl acetate to obtain the desired product (84.0 mg, 33.1%) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07851473B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-21afee884bdb43a8adc5ee62a9be0ade |
| Source note | uspto-grants-2010_12 |