Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 2-Chloro-3-nitropyridine | HCID 79613 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | bisindolylmaleimide viii | HCID 9868770 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 18780264 | HCID 18780264 | 52.9% |
Reaction Steps
A solution of 100 mg of 3-[1-(3-aminopropyl)-3-indolyl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione acetate, containing an extra equivalent of acetic acid, in 10 ml of dimethyl sulphoxide (DMSO) was treated with 35 mg of sodium bicarbonate and 36 mg of 2-chloro-3-nitropyridine. The mixture was heated at 60° C. for 1 hour and at 100° C. for 2 hours. The solution was allowed to cool, water was added and the precipitate was filtered off and chromatographed on silica gel with 1% to 5% methanol in dichloromethane. The product was purified further by crystallization from hexane/ethyl acetate to give 60 mg of 3-(1-methyl-3-indolyl)-4-[1-[3-(3-nitro-2-pyridylamino)propyl]-3-indolyl]-1H-pyrrole-2,5-dione, m.p. 218°-220° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05057614 |
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| Source dataset | uspto-grants-1991_10 |
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| ORD ID | ord-17d3ae200d8741cc879e1465da8eb55f |
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| Source note | uspto-grants-1991_10 |
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