HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → 3-[5-(6-Chloro-2-oxo-1,2-dihydroindol-3-ylidenemethyl)-4-methyl-1H-pyrrol-3-yl]-propionic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 6-Chloro-1,3-dihydroindol-2-one | HCID 736344 | — |
| Reactant | 3-(5-formyl-4-methyl-1H-pyrrol-3-yl)propanoic acid | HCID 15160752 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-[5-(6-Chloro-2-oxo-1,2-dihydroindol-3-ylidenemethyl)-4-methyl-1H-pyrrol-3-yl]-propionic acid | HCID 54524335 | 74.4% |
Reaction Steps
4-(2-Carboxyethyl)-2-formyl-3-methylpyrrole (200 mg), 167.6 mg 6-chloro-2-oxindole, and 166 μL piperidine in 2 mL of ethanol were heated at 95° C. for 5 hours. 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 to give 246 mg (74%) of the title compound as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06878733B1 |
| Source dataset | uspto-grants-2005_04 |
| ORD ID | ord-dd34b3ded5514ead887c50461bda4a14 |
| Source note | uspto-grants-2005_04 |