Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-[4-(3-Trifluoromethylphenyl)-1,3-thiazol-2-yl]piperazine | HCID 61781042 | — |
| Reactant | 2,2,2-Trichloroethyl(3,4-dimethylisoxazol-5-yl)carbamate | HCID 86245257 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 11597600 | HCID 11597600 | 43.1% |
Reaction Steps
A mixture of 2,2,2-trichloroethyl (3,4-dimethylisoxazol-5-yl)carbamate (154 mg, 0.536 mmol), 1-[4-(3-trifluoromethylphenyl)-1,3-thiazol-2-yl]piperazine (150 mg, 0.487 mmol) and diisopropylethylamine (0.170 ml, 0.974 mmol) in dimethyl sulfoxide (2.0 ml) was stirred at 70° C. for 15 hours. Water was poured to 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 give 94.8 mg (43.1%) of the desired product as a solid. mp 230-231° C.
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-ba6fc75c42e14ef090278ee029cbb25f |
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| Source note | uspto-grants-2010_12 |
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