Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-[4-(4-Fluorophenyl)-1,3-thiazol-2-yl]piperidine | HCID 24261841 | — |
| Reactant | 2,2,2-Trichloroethyl pyrazin-2-ylcarbamate | HCID 68777403 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 68779884 | HCID 68779884 | 69.2% |
Reaction Steps
A mixture of 2,2,2-trichloroethyl pyrazin-2-ylcarbamate (227 mg, 0.839 mmol), 4-[4-(4-fluorophenyl)-1,3-thiazol-2-yl]piperidine (200 mg, 0.762 mmol) and diisopropylethylamine (0.266 ml, 1.52 mmol) in dimethylsulfoxide (2.5 ml) was stirred at 70° C. for 6 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) and recrystallized from a mixed solvent of hexane and ethyl acetate to give the desired product (202 mg, 69.2%) 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-69fdf14114c44987900ecc1174964a5c |
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| Source note | uspto-grants-2010_12 |
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