Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-[4-(3-Methylphenyl)-1,3-thiazol-2-yl]piperazine | HCID 61781561 | — |
| Reactant | 2,2,2-Trichloroethyl pyridin-3-ylcarbamate | HCID 68575380 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 11710629 | HCID 11710629 | 35.2% |
Reaction Steps
A mixture of 2,2,2-trichloroethyl pyridin-3-ylcarbamate (229 mg, 0.848 mmol), 1-[4-(3-methylphenyl)-1,3-thiazol-2-yl]piperazine (200 mg, 0.771 mmol) and diisopropylethylamine (0.269 ml, 1.54 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 103 mg (35.1%) of the desired product as a solid. mp 157-158° 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-24fe4b9f06c3447c9d7c2617dcd500a4 |
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| Source note | uspto-grants-2010_12 |
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