HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → 1-[2-(S)Benzyl-4-(2'-chloro-biphenyl-4-ylmethyl)-piperazin-1-yl]-ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 57849534 | HCID 57849534 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-[2-(S)Benzyl-4-(2'-chloro-biphenyl-4-ylmethyl)-piperazin-1-yl]-ethanone | HCID 57849519 | — |
Reaction Steps
50 mg of 3-(S)-benzyl-1-(2′-chloro-5′-methyl-biphenyl-4-ylmethyl)-piperazine were dissolved in THF, 2 equiv. of acetylchloride and 2 equiv. of N,N-diisopropylethylamine were added. The reaction was stirred at room temperature under nitrogen overnight. The reaction was concentrated, the residue redissolved in 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 the title compound as its freebase. Treatment with 1M HCl in dioxane gave 38 mg of the title compound as its hydrochloride salt Yield: 63%, ES MS (+) m/z 419.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07595397B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-c1e6ba220b284ac08977932afbd8f4ee |
| Source note | uspto-grants-2009_09 |