HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-Methoxyoxindole → 3-[5-(6-Methoxy-2-oxo-1,2-dihydroindol-3-ylidenemethyl)-4-methyl-1H-pyrrol-3-yl]-propionic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-Methoxyoxindole | HCID 2793749 | — |
| Reactant | 3-(5-formyl-4-methyl-1H-pyrrol-3-yl)propanoic acid | HCID 15160752 | — |
| Catalyst | Piperidine | HCID 8082 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-[5-(6-Methoxy-2-oxo-1,2-dihydroindol-3-ylidenemethyl)-4-methyl-1H-pyrrol-3-yl]-propionic acid | HCID 57282415 | 43% |
Reaction Steps
4-(2-Carboxyethyl)-2-formyl-3-methylpyrrole (190 mg), 163 mg of 6-methoxy-2-oxindole, and 2 drops of piperidine in 2 mL of ethanol were heated to 90° C. for 3 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 140 mg of the title compound (43%) as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07119090B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-35194e4af0774c5ea987f15d39861a6a |
| Source note | uspto-grants-2006_10 |