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 pyridin-3-ylcarbamate | HCID 68575380 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 68778117 | HCID 68778117 | 27.3% |
Reaction Steps
A mixture of 2,2,2-trichloroethyl pyridin-3-ylcarbamate (189 mg, 0.702 mmol), 1-[4-(3-trifluoromethylphenyl)-1,3-thiazol-2-yl]piperazine (200 mg, 0.638 mmol) and diisopropylethylamine (0.222 ml, 1.28 mmol) in dimethyl sulfoxide (2.5 ml) was stirred at 70° C. for 20 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 (ethyl acetate), and recrystallized from a mixed solvent of hexane and tetrahydrofuran to give 75.4 mg (27.2%) of the desired product 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-9627f9d57d874ff8b1ea8b746244bdb7 |
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| Source note | uspto-grants-2010_12 |
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