HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(4-Bromo-phenyl)1,3-dihydro-indol-2-one → 5-[4-(4-bromo-phenyl)-2-oxo-1,2-dihydro-indol-3-ylidenemethyl]-4-methyl-1H-pyrrole-3-carboxylic acid (2-diethylamino-ethyl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(4-Bromo-phenyl)1,3-dihydro-indol-2-one | HCID 22561721 | — |
| Reactant | 5-formyl-4-methyl-1 H-pyrrole-3-carboxylic acid (2-diethylamino-ethyl)-amide | HCID 86587659 | — |
| Catalyst | Piperidine | HCID 8082 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-[4-(4-bromo-phenyl)-2-oxo-1,2-dihydro-indol-3-ylidenemethyl]-4-methyl-1H-pyrrole-3-carboxylic acid (2-diethylamino-ethyl)-amide | HCID 24941328 | 63% |
Reaction Steps
To a solution of 4-(4-bromo-phenyl)1,3-dihydro-indol-2-one (72 mg, 0.25 mmol) and 5-formyl-4-methyl-1H-pyrrole-3-carboxylic acid (2-diethylamino-ethyl) amide (62.8 mg, 0.25 mmol) in ethanol (2 mL) was added piperidine (3 drops). The reaction mixture was stirred at room temperature for three days. A yellow solid product was precipitated out, filtered, washed by ethanol for three times, and dried under high vacuum to provide pure product 5-[4-(4-bromo-phenyl)-2-oxo-1,2-dihydro-indol-3-ylidenemethyl]4-methyl-1H-pyrrole-3-carboxylic acid (2-diethylamino-ethyl)-amide (82 mg, 63%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06861418B2 |
| Source dataset | uspto-grants-2005_03 |
| ORD ID | ord-22ee574270094c7e8d63ac6edffb9c4b |
| Source note | uspto-grants-2005_03 |