Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | HCID 67615507 | HCID 67615507 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67615848 | HCID 67615848 | 52.32% |
Reaction Steps
To a solution of 2-chloro-1-(4-((6-(5-(methylsulfonyl)-1H-indol-1-yl)pyridin-3-yl)oxy)piperidin-1-yl)ethanone (0.080 g, 0.179 mmol) in DMF (2 mL), potassium iodide (0.009 g, 0.054 mmol), pyrrolidine (0.044 mL, 0.536 mmol), potassium carbonate (0.025 g, 0.179 mmol) were added and stirred at 80° C. for 45 minutes. The reaction was quenched by adding water (20 mL), the mixture was extracted with ethyl acetate, organic layer was concentrated under reduced pressure. The resulting crude was purified by flash column chromatography to give 1-(4-((6-(5-(methylsulfonyl)-1H-indol-1-yl)pyridin-3-yl)oxy)piperidin-1-yl)-2-(pyrrolidin-1-yl)ethanon (0.045 g, 52.32%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09000175B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-7f8ebdf8183946828fd37084747e55f7 |
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| Source note | uspto-grants-2015_04 |
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