Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-Acetylpiperazine | HCID 83795 | — |
| Reactant | cis-4-[[3,5-Bis(trifluoromethyl)benzyl]oxy]-3-phenylpiperidine hydrochloride | HCID 86606807 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86606832 | HCID 86606832 | 62% |
Reaction Steps
To a solution of the compound (175 mg) obtained in Example 1 and diisopropylethylamine (113 mg) in DMF (5 ml), chloroacetyl chloride (50 mg) was added at room temperature, and the reaction mixture was stirred for 1 hour. To the reaction solution, diisopropylethylamine (113 mg), sodium iodide (180 mg) and 1-acetylpiperazine (102 mg) were added and the reaction mixture was further stirred for 5 hours. To the reaction solution, water was added, and the product was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried, and then the solvent was evaporated under reduced pressure. The obtained residue was treated with 4 N hydrogen chloride/ethyl acetate to obtain the title compound (150 mg) as colorless powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07622487B2 |
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| Source dataset | uspto-grants-2009_11 |
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| ORD ID | ord-1cea730ce49c4cce8b749e3e4f76829f |
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| Source note | uspto-grants-2009_11 |
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