Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-[4-(3-Fluorophenyl)-1,3-thiazol-2-yl]piperazine | HCID 61781392 | — |
| Reactant | 2,2,2-Trichloroethyl(3,4-dimethylisoxazol-5-yl)carbamate | HCID 86245257 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 68780229 | HCID 68780229 | 42.8% |
Reaction Steps
A mixture of 2,2,2-trichloroethyl (3,4-dimethylisoxazol-5-yl)carbamate (300 mg, 1.04 mmol), 1-[4-(3-fluorophenyl)-1,3-thiazol-2-yl]piperazine (250 mg, 0.949 mmol) and diisopropylethylamine (0.330 ml, 1.90 mmol) in dimethylsulfoxide (3.2 ml) was stirred at 70° C. for 4 hours. Water was poured into the reaction solution, 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 (ethyl acetate:hexane=1:1) and recrystallized from a mixed solvent of hexane and ethyl acetate to give the desired product (163 mg, 42.7%) 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-72c3b839af0e4f84913b8f464b3e794a |
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| Source note | uspto-grants-2010_12 |
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