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(3,4-dimethylisoxazol-5-yl)carbamate | HCID 86245257 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 68779152 | HCID 68779152 | 13.8% |
Reaction Steps
A mixture of 2,2,2-trichloroethyl (3,4-dimethylisoxazol-5-yl)carbamate (258 mg, 0.897 mmol), 1-(4-phenyl-1,3-thiazol-2-yl)piperazine (200 mg, 0.815 mmol) and diisopropylethylamine (0.156 ml, 0.897 mmol) in dimethylsulfoxide (2.7 ml) was stirred at 70° C. for 3 hours. Water was poured into the reaction mixture 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 purified by silica gel column chromatography (hexane:ethyl acetate=1:1) and recrystallized from a mixed solvent of hexane and tetrahydrofuran to obtain the desired product (43.1 mg, 13.8%) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07851473B2 |
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| Source dataset | uspto-grants-2010_12 |
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| ORD ID | ord-0f7f79b62667483f8902e861a8f2f565 |
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| Source note | uspto-grants-2010_12 |
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