Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 61781041 | HCID 61781041 | — |
| Reactant | 2,2,2-Trichloroethyl(3,4-dimethylisoxazol-5-yl)carbamate | HCID 86245257 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 11517205 | HCID 11517205 | 43% |
Reaction Steps
A mixture of 2,2,2-trichloroethyl (3,4-dimethylisoxazol-5-yl)carbamate (230 mg, 0.799 mmol), 1-[4-(3-methoxyphenyl)-1,3-thiazol-2-yl]piperazine (200 mg, 0.726 mmol) and diisopropylethylamine (0.253 ml, 1.45 mmol) in dimethyl sulfoxide (2.5 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 ethyl acetate to give 129 mg (42.8%) of the desired product as a solid. mp 158-159° 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-89df50c663b441998aa3c669f7fbfd95 |
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| Source note | uspto-grants-2010_12 |
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