HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → Tert-butyl 3-((4-oxo-8-(3-(2-oxoindolin-3-yl)propyl)-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 | 3-(2-Oxoindolin-3-yl)propyl methanesulfonate | HCID 58046648 | — |
| Reactant | Tert-butyl 3-((4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-3-yl)methyl)benzoate | HCID 58046667 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Tert-butyl 3-((4-oxo-8-(3-(2-oxoindolin-3-yl)propyl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-3-yl)methyl)benzoate | HCID 58046624 | 82.2% |
Reaction Steps
tert-Butyl 3-((4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-3-yl)methyl)benzoate (0.25 g, 0.593 mmol), 3-(2-oxoindolin-3-yl)propyl methanesulfonate (0.16 g, 0.593 mmolmmol), sodium iodide (0.027 g, 0.178 mmol) and potassium carbonate (0.12 g, 0.890 mmol) in 2-butanone (8 mL) were stirred at 78° C. for 2 hours. The reaction was diluted with ethyl acetate, washed with water and brine, dried (MgSO4), and evaporated. The residue was purified by PTLC (5% methanol/dichloromethane) to give product as an oil (0.29 g, 82%); MS for C36H42N4O4 m/z 595 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156840B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-70fafe087ab94b4cae2a6e5c5f9bc7f5 |
| Source note | uspto-grants-2015_10 |