Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Bromo-1-cyclopropyl-2-(2-fluorophenyl)ethan-1-one | HCID 23435871 | — |
| Reactant | HCID 86609427 | HCID 86609427 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 86609425 | HCID 86609425 | — |
Reaction Steps
To a solution of (E)-4-(acetylsulfanyl)-3-({1-[2-(methoxycarbonyl)ethyl]-1H-1,2,3-triazol-5-yl}methylidene)piperidine hydrogen trifluoroacetate (3.5 g) in acetonitrile (100 ml) were added 2-bromo-2-(2-fluorophenyl)-1-cyclopropylethanone (4.1 g) and triethylamine (3.3 ml), and the resulting mixture was stirred at room temperature for 15 minutes. After addition of aqueous sodium chloride solution, products was extracted with ethyl acetate. The extract was washed with a saturated aqueous sodium chloride solution and the organic layer was dried over anhydrous magnesium sulfate. After evaporation of the solvent under reduced pressure, the residue was purified by silica gel chromatography using hexane, ethyl acetate, and dichloromethane (1:2:1) as the eluent to afford a free base of the title compound (1.97 g) 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-88989363ae524568ade84d58e1cabecb |
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| Source note | uspto-grants-2010_11 |
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