Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-[4-(2-Fluorophenyl)-1,3-thiazol-2-yl]piperazine | HCID 58182733 | — |
| Reactant | 2,2,2-Trichloroethyl pyrazin-2-ylcarbamate | HCID 68777403 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 68780054 | HCID 68780054 | 5.5% |
Reaction Steps
A mixture of 2,2,2-trichloroethyl pyrazin-2-ylcarbamate (226 mg, 0.835 mmol), 4-[4-(2-fluorophenyl)-1,3-thiazol-2-yl]piperazine (200 mg, 0.760 mmol) and diisopropylethylamine (0.265 ml, 1.52 mmol) in dimethylsulfoxide (2.5 ml) was stirred at 70° C. for 3.5 days. 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) and recrystallized from a mixed solvent of hexane and ethyl acetate to give the desired product (16.0 mg, 5.5%) 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-26c4191f30e24ff1b34f79a4d44e8f78 |
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| Source note | uspto-grants-2010_12 |
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