HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-((4,4-Difluoro-1-((S)-1-phenylethyl)piperidin-2-yl)methyl)isoindoline-1,3-dione → 2-((4,4-Difluoropiperidin-2-yl)methyl)isoindoline-1,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-((4,4-Difluoro-1-((S)-1-phenylethyl)piperidin-2-yl)methyl)isoindoline-1,3-dione | HCID 117728194 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 2-((4,4-Difluoropiperidin-2-yl)methyl)isoindoline-1,3-dione | HCID 117728017 | 90% |
Reaction Steps
To a solution of 2-((4,4-difluoro-1-((S)-1-phenylethyl)piperidin-2-yl)methyl)isoindoline-1,3-dione (1.1 g, 2.86 mmol) in acetic acid (10 mL) was added 10% Pd/C (200 mg). The reaction was then stirred under H2 until HPLC indicated complete removal of the phenethyl group. The reaction was the filtered through diatomaceous earth and concentrated. The crude residue was then dissolved in EtOAc and washed with saturated NaHCO3, brine, dried (MgSO4), and concentrated to yield the title compound as an orange oil (720 mg, 90%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09440982B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-f40189809fc0463280f36e55f515a021 |
| Source note | uspto-grants-2016_09 |