Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 58437420 | HCID 58437420 | — |
| Reactant | HCID 59224848 | HCID 59224848 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58437363 | HCID 58437363 | 22.2% |
Reaction Steps
To a solution of 3-cyano-5,6-difluoroindole (0.25 g) in N,N-dimethylformamide (10 mL) were added cesium carbonate (0.91 g), 4-fluoro-2-methoxymethoxybenzoic acid ethyl ester (0.32 g), and this mixture was stirred at 75° C. overnight. This reaction mixture was poured into water, and this resulting mixture was extracted with ethyl acetate. This organic layer was washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: ethyl acetate/n-hexane=10/90-75/25) to give the title compound (0.12 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08003647B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-47fe36752ef44b8d9c0038ef7d25f29a |
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| Source note | uspto-grants-2011_08 |
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