HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(4-Trifluoromethoxy-phenyl)-1,3-dihydro-indol-2-one → 5-methyl-2-[2-oxo-4-(4-trifluoromethoxy-phenyl) 1,2-dihydro-indol-3-ylidenemethyl]-1H-pyrrole-3-carboxylic acid (3-pyrrolidin-1-yl-propyl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(4-Trifluoromethoxy-phenyl)-1,3-dihydro-indol-2-one | HCID 22561778 | — |
| Reactant | 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (3-pyrrolidin-1-yl-propyl)-amide | HCID 86587661 | — |
| Catalyst | Piperidine | HCID 8082 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-methyl-2-[2-oxo-4-(4-trifluoromethoxy-phenyl) 1,2-dihydro-indol-3-ylidenemethyl]-1H-pyrrole-3-carboxylic acid (3-pyrrolidin-1-yl-propyl)-amide | HCID 72637734 | 72% |
Reaction Steps
To a solution of 4-(4-trifluoromethoxy-phenyl)-1,3-dihydro-indol-2-one (69.3 mg, 0.25 mmol) and 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (3-pyrrolidin-1-yl-propyl)-amide (69.8 mg, 0.26 mmol) in ethanol (2 mL) was added piperidine (3 drops). The reaction mixture was stirred at room temperature for three days. A yellow solid product was precipitated out, filtered, washed by ethanol for three times, and dried under high vacuum to provide pure product 5-methyl-2-[2-oxo-4-(4-trifluoromethoxy-phenyl) 1,2-dihydro-indol-3-ylidenemethyl]-1H-pyrrole-3-carboxylic acid (3-pyrrolidin-1-yl-propyl)-amide as a yellow solid (96.8 mg, 72%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06861418B2 |
| Source dataset | uspto-grants-2005_03 |
| ORD ID | ord-ed78dfde99f4413d96c4be84c9882ca2 |
| Source note | uspto-grants-2005_03 |