Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 90449646 | HCID 90449646 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 90449559 | HCID 90449559 | 55.2% |
Reaction Steps
The 1-(1′-acetyl-5-hydroxyspiro[indoline-3,3′-pyrrolidin]-1-yl)-2,2,2-trifluoroethanone (40 mg, 0.122 mmol) obtained in Step 2 of Example 198 was dissolved in N,N-dimethylformamide (0.5 mL). Thereafter, cesium carbonate (52 mg, 0.159 mmol) and iodoethane (23 mg, 0.146 mmol) were added to the above obtained solution, and the thus obtained mixture was then stirred at room temperature for 18 hours. Thereafter, ethyl acetate was added to the reaction solution, and the reaction mixture was then washed with water and brine. The resultant was dried over anhydrous sodium sulfate. The solvent was distilled away, and the obtained residue was then purified by silica gel column chromatography (ethyl acetate) to obtain 1-(1′-acetyl-5-ethoxyspiro[indoline-3,3′-pyrrolidin]-1-yl)-2,2,2-trifluoroethanone (24 mg, 54%) in the form of a colorless oily product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08921576B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-af0260889686496c857b3874013e2c73 |
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| Source note | uspto-grants-2014_12 |
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