HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → HCID 59190201, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 5-Chlorooxindole | HCID 152801 | — |
| Reactant | HCID 59190217 | HCID 59190217 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 59190201 | HCID 59190201 | 42% |
Reaction Steps
A solution of 5-chlorooxindole (668 mg, 4 mmol), 1-(5-(3-(4-methyl-1,4-diazepane-1-carbonyl)phenyl)furan-2-yl)ethanone (1.7 g of oil) and piperidine (394 μL, 4 mmol) in toluene (15 mL) was heated at reflux with a Dean-Stark receiver for 24 hours. After evaporation of the solvent, purification by silica column chromatography (methanol gradient in dichloromethane, 0 to 5% vol) gave (E)-5-chloro-3-(1-(5-(3-(4-methyl-1,4-diazepane-1-carbonyl)phenyl)furan-2-yl)ethylidene)indolin-2-one (800 mg) as a E:Z mixture. LCMS (ES): m/z 476 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08124649B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-7d9a941f7cfa4a029a9884ac8db8f1ba |
| Source note | uspto-grants-2012_02 |