Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 4-(4-Chlorophenyl)-4-hydroxypiperidine | HCID 38282 | — |
| Reactant | 6-(4-oxo-4H-1,3-benzothiazin-2-yl)-2-pyridylmethanesulfonate | HCID 86596462 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59750100 | HCID 59750100 | 50.1% |
Reaction Steps
6-(4-Oxo-4H-1,3-benzothiazin-2-yl)-2-pyridylmethanesulfonate (0.30 g, 0.86 mmol), triethylamine (0.20 ml, 1.42 mmol) and 4-(4-chlorophenyl)-4-hydroxypiperidine (0.20 g, 0.95 mmol) were dissolved in DMF (30 ml), and the mixture was stirred at 70° C. for 18 hrs. The reaction mixture was combined with ethyl acetate and water. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was recrystallized from n-hexane-ethylacetate to give the titled compound (0.20 g, 49%) as pale yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07399759B2 |
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| Source dataset | uspto-grants-2008_07 |
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| ORD ID | ord-d3ffd780413f4c38a5bf568861580dfc |
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| Source note | uspto-grants-2008_07 |
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