HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(5-formyl-2,4-dimethyl-1H-pyrrol-3-yl)propanoic Acid → 3-(5-[6-(3-Ethoxy-phenyl)-2-oxo-1,2-dihydroindol-3-ylidenemethyl]-2,4-dimethyl-1H-pyrrol-3-yl)-propionic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(5-formyl-2,4-dimethyl-1H-pyrrol-3-yl)propanoic Acid | HCID 1512520 | — |
| Reactant | 6-(3-Ethoxyphenyl)indolin-2-one | HCID 10634636 | — |
| Catalyst | Piperidine | HCID 8082 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-(5-[6-(3-Ethoxy-phenyl)-2-oxo-1,2-dihydroindol-3-ylidenemethyl]-2,4-dimethyl-1H-pyrrol-3-yl)-propionic acid | HCID 54062613 | 105.5% |
Reaction Steps
3-(2-carboxyethyl)-2,4-dimethyl-5-formylpyrrole (97.6 mg), 127 mg 6-(3-ethoxyphenyl)-2-oxindole, and 2 drops piperidine in 2 mL ethanol were heated at 90° C. overnight. The reaction mixture was cooled and concentrated. The residue was suspended in 6 N aqueous hydrochloric acid. The precipitate was filtered, washed with water to pH 6 and dried in a vacuum oven overnight to give 227 mg of the title compound (˜100%) as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06395734B1 |
| Source dataset | uspto-grants-2002_05 |
| ORD ID | ord-2f504b0c04894678a6177a999bc811e2 |
| Source note | uspto-grants-2002_05 |