Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | 5-(2-Fluorophenyl)-1H-pyrrole-3-carboxaldehyde | HCID 46908593 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86630973 | HCID 86630973 | 46.5% |
Reaction Steps
To a solution (15 mL) of 5-(2-fluorophenyl)-1H-pyrrole-3-carbaldehyde (1.0 g) in N,N-dimethylformamide was added N-chlorosuccinimide (0.71 g) at 0° C., and the mixture was stirred at 60° C. for 2 hr. The mixture was cooled to room temperature, water was added and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=8:1→3:1) to give the title compound as a yellow powder (yield 0.55 g, 46%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07498337B2 |
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| Source dataset | uspto-grants-2009_03 |
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| ORD ID | ord-a49aea07a2da49c7b258ba354c83128c |
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| Source note | uspto-grants-2009_03 |
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