Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | HCID 12018132 | HCID 12018132 | — |
| Solvent | Ammonia | HCID 222 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 12018130 | HCID 12018130 | — |
Reaction Steps
3-(1-Methylindol-3-yl)-4-[3-((R)-2,2-dimethyl-1,3-dioxolan-4-ylmethyloxy)-phenyl]furan-2,5-dione (5.4 g, 13.7 mmol) was dissolved in DMF (50 mL) and was diluted with NH3 (aq.) (100 mL). The reaction mixture was then heated at 140° C. for 5 h, cooled to room temperature and then diluted with water. The product was extracted with EtOAc and the organic layer was washed with NaCl (sat.) and dried over sodium sulfate to give the crude product which was further purified by re-crystallization from dichloromethane and hexane to give 3-(1-methylindol-3-yl)-4-[3-((R)-2,2-dimethyl-1,3-dioxolan-4-ylmethyloxy)phenyl]-1H-pyrrole-2,5-dione (5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06479490B2 |
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| Source dataset | uspto-grants-2002_11 |
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| ORD ID | ord-9250cc2812a74c6e8ec064322c2ed857 |
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| Source note | uspto-grants-2002_11 |
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