HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → 3-[1-[3-(4-Cyclopropylamino-piperidine-1-carbonyl)-5-methyl-1h-pyrrol-2-yl]-meth-(z)-ylidene]-4-(3-fluoro-phenyl)-1,3-dihydro-indol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | N-Cyclopropylpiperidin-4-amine | HCID 21973772 | — |
| Reactant | 2-[4-(3-fluoro-phenyl)-2-oxo-1,2-dihydro-indol-(3Z) ylidenemethyl]-5-methyl-1H-pyrrole-3-carboxylic acid | HCID 69740587 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-[1-[3-(4-Cyclopropylamino-piperidine-1-carbonyl)-5-methyl-1h-pyrrol-2-yl]-meth-(z)-ylidene]-4-(3-fluoro-phenyl)-1,3-dihydro-indol-2-one | HCID 60061519 | — |
Reaction Steps
To a solution of 2-[4-(3-fluoro-phenyl)-2-oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl]-5-methyl-1H-pyrrole-3-carboxylic acid (105 mg, 0.29 mmol), EDC (120 mg, 0.58 mmol), HOBt (40 mg, 0.3 mmol) in DMF (4 mL) was added TEA 90.15 mL) and cyclopropyl-piperidin-4-yl-amine. The mixture was stirred at rt for 20 hours. The reaction was diluted with DCM, washed with water, NaHCO3, dried and concentrated. The residue was purified on a silica gel column to give the titled compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06677368B2 |
| Source dataset | uspto-grants-2004_01 |
| ORD ID | ord-f56386da8423428fb4ac63ff5f216629 |
| Source note | uspto-grants-2004_01 |