Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-[5-(1-Methylethoxy)pyridin-2-yl]-5-methylimidazolidine-2,4-dione | HCID 66598054 | — |
| Reactant | 1-(4-{4-[2-(Benzyloxy)-1,1,1,3,3,3-hexafluoropropan-2-yl]-2-(prop-1-en-1-yl)phenyl}piperazin-1-yl)-2-bromoethanone | HCID 86647193 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86647192 | HCID 86647192 | 80.9% |
Reaction Steps
5-Methyl-5-[5-(1-methylethoxy)pyridin-2-yl]imidazolidine-2,4-dione (7.7 mg, 0.0309 mmol) was dissolved in N,N-dimethylformamide (2.8 mL), added potassium carbonate (9.3 mg, 0.0674 mmol) under ice-cold conditions, and the mixture was stirred at room temperature for 5 minutes. Then, under ice-cold conditions, 1-(4-{4-[2-(benzyloxy)-1,1,1,3,3,3-hexafluoropropan-2-yl]-2-(prop-1-en-1-yl)phenyl}piperazin-1-yl)-2-bromoethanone (16 mg, 0.0281 mmol) was added, and stirred at room temperature overnight. Then, the mixture was stirred at 60° C. for 10 hours. Under ice-cold conditions, the reaction solution was added water, and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate, and concentrated in vacuo. The obtained residue was purified by silica-gel column chromatography (hexane/acetone), and the title compound (17 mg (yield 80%)) was obtained as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08551985B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-0049d8ab13394d6fbb521a77424cbdf4 |
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| Source note | uspto-grants-2013_10 |
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