HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(1,5-dimethyl-1H-indol-3-yl)-3-(5-methyl-1H-indol-3-yl)-N-methylmaleimide → 3-(1,5-dimethyl-1H-indol-3-yl)-4-(5-methyl-1H-indol-3-yl)-1-methyl-2,5-dioxopyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(1,5-dimethyl-1H-indol-3-yl)-3-(5-methyl-1H-indol-3-yl)-N-methylmaleimide | HCID 18505445 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(1,5-dimethyl-1H-indol-3-yl)-4-(5-methyl-1H-indol-3-yl)-1-methyl-2,5-dioxopyrrolidine | HCID 18505442 | 70.8% |
Reaction Steps
To a solution of 2-(1,5-dimethyl-1H-indol-3-yl)-3-(5-methyl-1H-indol-3-yl)-N-methylmaleimide (100 mg, 0.26 mmol) in DMF (5 mL) was added a small amount of 10% palladium-carbon, and the whole was stirred at room temperature for 1 day under hydrogen atmosphere. The palladium-carbon was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography over silica gel (ethyl acetate:n-hexane =2:1) to obtain 3-(1,5-dimethyl-1H-indol-3-yl)-4-(5-methyl-1H-indol-3-yl)-1-methyl-2,5-dioxopyrrolidine (71 mg, 70.2%) as pale red solids.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06589977B1 |
| Source dataset | uspto-grants-2003_07 |
| ORD ID | ord-50ea68ec380d45d28fc2870ee068211e |
| Source note | uspto-grants-2003_07 |