HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86625490, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(3-Phenyl-(1,2,4)thiadiazol-5-yl)-piperazine | HCID 2777760 | — |
| Reactant | HCID 68776240 | HCID 68776240 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 86625490 | HCID 86625490 | 13% |
Reaction Steps
A mixed solution of tert-butyl 3-{[(2,2,2-trichloroethoxy)carbonyl]amino}piperidine-1-carboxylate (555 mg, 1.48 mmol), 1-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazine (400 mg, 1.62 mmol) and diisopropylethylamine (0.257 ml, 1.48 mmol) in dimethyl sulfoxide (4.9 ml) was stirred at 70° C. for 4 days. 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 90.9 mg (13.0%) 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-dc8d36529d9443ea8e3a54a450f91d19 |
| Source note | uspto-grants-2010_12 |