Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Benzoic acid, 4-fluoro-, ethyl ester | HCID 67976 | — |
| Reactant | HCID 59477768 | HCID 59477768 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59477905 | HCID 59477905 | 13.8% |
Reaction Steps
A suspension of 4-(tert-butyldiphenylsilanyloxymethyl)-1H-pyrrole-3-carbonitrile (0.3 g), 4-fluorobenzoic acid ethyl ester (0.35 g) and cesium carbonate (0.81 g) in N,N-dimethylformamide (2 mL) was stirred at 70° C. overnight. To this reaction mixture was added water, and this mixture was extracted with ethyl acetate. This organic layer was washed with water and brine, concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=80/20-30/70) to give the title compound (0.0310 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09023882B2 |
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| Source dataset | uspto-grants-2015_05 |
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| ORD ID | ord-990a6f3655344239a540d7237260cce0 |
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| Source note | uspto-grants-2015_05 |
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