Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-Bromothiophene-2-sulfonyl chloride | HCID 2733924 | — |
| Reactant | HCID 66582589 | HCID 66582589 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66582784 | HCID 66582784 | 44.1% |
Reaction Steps
The 2-(4-((2S)-2-benzyl-1-piperazinyl)phenyl)-1,1,1-trifluoro-2-propanol (147 mg, 0.404 mmol) was dissolved in CH2Cl2 (10 mL) was cooled to 0° C. To this solution was added triethylamine (124 μL, 0.889 mmol) followed by 5-bromothiophene-2-sulfonyl chloride (127 mg, 0.485 mmol, Sigma-Aldrich, St. Louis, Mo.). The mixture was allowed to slowly warm to room temperature and stirred for 2 h. The mixture was concentrated and absorbed onto silica gel. The crude material was purified via column chromatography (40 g silica gel, 0 to 10% MeOH in CH2Cl2) to give 2-(4-((2S)-2-benzyl-4-((5-bromo-2-thiophenyl)sulfonyl)-1-piperazinyl)phenyl)-1,1,1-trifluoro-2-propanol (105 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08431563B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-f38af461cb07471d8f7f1019f09e670f |
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| Source note | uspto-grants-2013_04 |
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