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 86606834 | HCID 86606834 | 69.4% |
Reaction Steps
To a solution of 1-acetylpiperazine (38 mg) and diisopropylethylamine (45 mg) in DMF (5 ml), chloroacetyl chloride (34 mg) was added at room temperature, and the reaction mixture was stirred for 30 minutes. To the reaction solution, diisopropyethylamine (90 mg), sodium iodide (103 mg) and the compound (100 mg) obtained in Example 1 were added and the reaction mixture was further stirred for 4 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 (96 mg) as pale brown 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-71b314509f4b4919b0034c59ad9194e1 |
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| Source note | uspto-grants-2009_11 |
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