HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-[4-(Trifluoromethyl)benzene-1-sulfonyl]piperazine--hydrogen chloride (1/1)
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Reactant | 4-(Trifluoromethyl)benzenesulfonyl chloride | HCID 2777399 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-[4-(Trifluoromethyl)benzene-1-sulfonyl]piperazine--hydrogen chloride (1/1) | HCID 53422167 | 31.4% |
Reaction Steps
To a solution of N-tert-butyloxycarbonylpiperazine (1.00 g, 5.37 mmol) in dichloromethane were added triethylamine (1.05 eq, 0.78 ml) and 4-(trifluoromethyl)-benzenesulfonyl chloride (1.02 eq, 1.345 g). The mixture was stirred overnight at room temperature, diluted with dichloromethane, washed with aqueous sodium bicarbonate solution, water, dried over magnesium sulfate and evaporated. The resulting white solid was dissolved in ethyl acetate and a 5 M solution of hydrogen chloride in ethyl acetate added dropwise. The mixture was stirred 3 h at 50° C. The precipitated solid was filtered and dried to afford the title compound (558 mg, 31%) which was used without further purification. MS (m/z): 295.4 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07507736B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-1c31bd3c5b534ffe8922bc3315a8f7d6 |
| Source note | uspto-grants-2009_03 |