Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 23138601 | HCID 23138601 | — |
| Reactant | 2-Bromo-1-cyclopropyl-2-(2-fluorophenyl)ethan-1-one | HCID 23435871 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 23138736 | HCID 23138736 | 74% |
Reaction Steps
To a solution of (E)-3-[(furan-2-yl)methylidene]piperidin-4-ol hydrogen acetate (2.81 g) and 2-bromo-2-(2-fluorophenyl)-1-cyclopropylethanone (2.71 g) in N,N-dimethylformamide (60 ml) was added triethylamine (1.22 ml) under ice-cooling, and the resulting mixture was stirred at room temperature for 1 hour. After stirring, water was added to the reaction mixture, and the resulting mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium chloride solution, and the organic layer was dried over anhydrous sodium sulfate. The solvent was removed in vacuo, and the residue was purified by chromatography on a silica gel column using a mixed solvent of ethyl acetate and hexane (3:7 to 1:1) as the eluent to afford the title compound (2.30 g, yield: 74%) as a pale yellow amorphous solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07829580B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-513c5f0d90674fbfb122305500ed2a22 |
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| Source note | uspto-grants-2010_11 |
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