Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | HCID 178456575 | HCID 178456575 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 178456579 | HCID 178456579 | 48.4% |
Reaction Steps
Compound 26 (49 mg, 0.14 mmol) obtained in Example 26 was dissolved in dimethyl sulfoxide (5 mL), to the solution was added piperidine (100 μL, 1.01 mmol, 7.2 equivalents), and the mixture was stirred with heating at 80° C. for 3.5 hours. To the reaction solution was added water, the mixture was extracted with ethyl acetate, and the extract was washed with saturated aqueous sodium chloride, dried over anhydrous sodium sulfate and concentrated. The residue was purified by silica gel column chromatography (chloroform:methanol=95:5), to the product was added a 4 mol/L solution of hydrogen chloride in ethyl acetate, then the mixture was concentrated. The residue was crystallized from acetone to obtain the title compound (31 mg, 48%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07005430B2 |
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| Source dataset | uspto-grants-2006_02 |
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| ORD ID | ord-38bbb1ca82374cfca920118b631a3623 |
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| Source note | uspto-grants-2006_02 |
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