Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Succinic Acid | HCID 1110 | — |
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | HCID 23138728 | HCID 23138728 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 23139072 | HCID 23139072 | 34.5% |
Reaction Steps
To a solution of (E)-1-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4-sulfanyl-3-[(1,2,3-thiadiazol-4-yl)methylidene]piperidine hydrochloride (100 mg) in acetone (10 ml) were added anhydrous succinic acid (26 mg) and potassium iodide (45 mg) with stirring at room temperature, and the resulting mixture was stirred at room temperature for 2 hours. After stirring, anhydrous succinic acid (130 mg) and potassium iodide (180 mg) were further added, and the resulting mixture was furthermore stirred at room temperature for 1.5 hours. After the reaction mixture was evaporated in vacuo, the residue was purified by chromatography on a silica gel column using methanol and dichloromethane (1:50) as the eluent. The amorphous solid obtained was dissolved in a 4N solution of hydrogen chloride in dioxane (2 ml), and the resulting mixture was evaporated in vacuo to afford the title compound (40 mg, yield: 29%) as a colourless 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-0f6b39b7e344406a90b4fd4b412fb109 |
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| Source note | uspto-grants-2010_11 |
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