HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → 1-[2-(S)-Benzyl-4-(2'-trifluoromethyl-biphenyl-4-ylmethyl)-piperazin-1-yl]-ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-(S)-benzyl-1-(2'-trifluoromethyl-biphenyl-4-ylmethyl)-piperazine | HCID 57849497 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-[2-(S)-Benzyl-4-(2'-trifluoromethyl-biphenyl-4-ylmethyl)-piperazin-1-yl]-ethanone | HCID 57849612 | — |
Reaction Steps
45 mg of 3-(S)-benzyl-1-(2′-trifluoromethyl-biphenyl-4-ylmethyl)-piperazine was dissolved in dichloromethane, 1.1 equiv. of acetylchloride and 1.5 equiv. of N,N-diisopropylethylamine were added. The reaction was stirred at room temperature under nitrogen overnight. The reaction was diluted with DCM, washed with saturated aqueous sodium bicarbonate solution, then dried over sodium sulfate, filtered and concentrated in vacuo. The crude residue was purified by column chromatography to afford 51 mg of the title compound as free base. Yield 84%, Treatment with 1 equiv. of 1M HCl in dioxane gave the HCl salt. ES MS(+) m/z 453
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07595397B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-6a2b303bea19426ea440ac85fa3b27bf |
| Source note | uspto-grants-2009_09 |