HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → Tert-butyl 4-((8-(3-(3,3-dimethyl-2-oxoindolin-1-yl)propyl)-4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-3-yl)methyl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-(3-Chloropropyl)-3,3-dimethylindolin-2-one | HCID 58046677 | — |
| Reactant | tert-Butyl 4-((4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-3-yl)methyl)benzoate | HCID 58046744 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | Tert-butyl 4-((8-(3-(3,3-dimethyl-2-oxoindolin-1-yl)propyl)-4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-3-yl)methyl)benzoate | HCID 58046606 | 85% |
Reaction Steps
tert-Butyl 4-((4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-3-yl)methyl)benzoate (0.25 g, 0.593 mmol), 1-(3-chloropropyl)-3,3-dimethylindolin-2-one (0.14 g, 0.593 mmol), sodium iodide (0.026 g, 0.18 mmol), and potassium carbonate (0.12 g, 0.890 mmol) in 2-butanone (8 mL) were heated at 78° C. for 4 hours. The reaction was diluted with 10% methanol/dichloromethane, filtered, and evaporated. The residue was purified by PTLC (5% methanol/dichloromethane) to give product as an oil (0.31 g, 85%); MS for C38H46N4O4 m/z 623 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156840B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-ac8854aa8a2b45598962879faac77041 |
| Source note | uspto-grants-2015_10 |