Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 21999014 | HCID 21999014 | — |
| Product | HCID 21999034 | HCID 21999034 | 23% |
Reaction Steps
3,4-Bis-(1-methyl-6-amino-1H-indol-3-yl)-pyrrole-2,5-dione (50 mg, 0.13 mmole) was dissolved in tetrahydrofuran (2.5 mL) and cooled to 0° C. Triethylamine (38.5 μl, 0.27 mm) was added followed by acetyl chloride (19.4 pl, 0.27 mmole). The reaction was stirred for 30 min, then concentrated. The reaction mixture was dissolved in chloroform, washed with 0.1 N hydrochloric acid and the organic was dried over magnesiun sulfate, filtered and concentrated. The product was purified by column chromatography in 5% methanol/ethyl acetate to give N-{3-[4-(6-acetylamino-1-methyl-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]-1-methyl-1H-indol-6-yl}-acetamide (14 mg, 23%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06228877B1 |
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| Source dataset | uspto-grants-2001_05 |
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| ORD ID | ord-18530413b6be437b9debee77358d9b72 |
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| Source note | uspto-grants-2001_05 |
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