Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 18703357 | HCID 18703357 | — |
| Reactant | HCID 54095749 | HCID 54095749 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 86584249 | HCID 86584249 | 67.3% |
Reaction Steps
A mixture of (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(2-naphthylmethyl)piperazine (300 mg), 4-thiomorpholino-2-butynyl chloride hydrochloride (170 mg) and powdered potassium carbonate (210 mg) in dry acetonitrile (3 ml) was refluxed for 7.5 hours in the presence of potassium iodide (20 mg). The reaction mixture was cooled and then filtered. The filtrate was concentrated under reduced pressure and the resulting residue was purified by column chromatography on silica gel using a mixture of ethyl acetate and methanol (50:1). The obtained product was dissolved in ethyl acetate and treated with 4N hydrogen chloride in ethyl acetate solution (0.6 ml) to give (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(2-naphthylmethyl)-4-(4-thiomorpholino-2-butynyl)piperazine dihydrochloride (300 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06087357 |
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| Source dataset | uspto-grants-2000_07 |
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| ORD ID | ord-69b0edf175a84a399ddcd9fa84518a1f |
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| Source note | uspto-grants-2000_07 |
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