Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 5-(2-Fluorophenyl)-1-(3-pyridinylsulfonyl)-1H-pyrrole-3-carboxaldehyde | HCID 86232932 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86630985 | HCID 86630985 | 68.4% |
Reaction Steps
To a solution of 5-(2-fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrole-3-carbaldehyde (331 mg) in N,N-dimethylformamide (33 mL) was added N-chlorosuccinimide (268 mg) and the mixture was stirred at 60° C. for 1 hr. A saturated aqueous sodium hydrogencarbonate solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=7:3→1:1) to give the title compound as a colorless oil (yield 250 mg, 68%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08338462B2 |
|---|
| Source dataset | uspto-grants-2012_12 |
|---|
| ORD ID | ord-de29bec36a9a46e4b1cb7a0dba8d5d7c |
|---|
| Source note | uspto-grants-2012_12 |
|---|