HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → N-(3,4-Dimethylisoxazol-5-yl)-4-(5-phenyl-1,3,4-oxadiazol-2-yl)piperidine-1-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-(5-Phenyl-1,3,4-oxadiazol-2-yl)piperidine | HCID 2761150 | — |
| Reactant | 2,2,2-Trichloroethyl(3,4-dimethylisoxazol-5-yl)carbamate | HCID 86245257 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-(3,4-Dimethylisoxazol-5-yl)-4-(5-phenyl-1,3,4-oxadiazol-2-yl)piperidine-1-carboxamide | HCID 59594508 | 37.9% |
Reaction Steps
A solution of 2,2,2-trichloroethyl (3,4-dimethylisoxazol-5-yl)carbamate (293 mg, 1.02 mmol), 4-(5-phenyl-1,3,4-oxadiazol-2-yl)piperidine (234 mg, 1.02 mmol), diisopropylethylamine (0.387 ml, 2.05 mmol) and dimethyl sulfoxide (4 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. The solvent was distilled off under reduced pressure, and the residue was recrystallized from ethyl acetate to give 142 mg (37.9%) 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-be87a3b985334a2b9dfd0ea492cf4bad |
| Source note | uspto-grants-2010_12 |