HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 588281Generated: October 30, 2026
Piperidine → 5-[(Z)-(5-bromo-2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl]-N-[2-(diethylamino)ethyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide
https://huagongshe.com/reaction/588281
Participants
| Role | Name | HCID | Charge |
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| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 5-Bromo-2-oxindole | HCID 611193 | — |
| Reactant | N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide | HCID 20761785 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-[(Z)-(5-bromo-2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl]-N-[2-(diethylamino)ethyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide | HCID 5329104 | 71.5% |
Reaction Steps
To the solution of 5-bromoindolin-2-one (262 mg, 1.24 mmol) in EtOH (5 ml) was added N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide (298 mg, 1.12 mmol) and piperidine (112 μL, 1.13 mmol). The mixture was stirred at 80° C. for 1 hour. After cooled down to room temperature, the reaction mixture was concentrated, filtrated, and washed with EtOH to give (Z)-5-((5-bromo-2-oxoindolin-3-ylidene)methyl)-N-(2-(diethylamino)ethyl)-2,4-dimethyl-1H-pyrrole-3-carboxamide (368 mg) as orange solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09227962B2 |
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| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-72bcb744cdc447dcaa60f672a7c3f44a |
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| Source note | uspto-grants-2016_01 |
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