HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2-(3-(3-tert-butoxycarbonylaminomethylpyrrolidin-1-yl)propyl)-2,3-dihydro-1 H-isoindole-1,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-3-Bromopropylphthalimide | HCID 21611 | — |
| Reactant | tert-butyl N-((pyrrolidin-3-yl)methyl)carbamate | HCID 4250767 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(3-(3-tert-butoxycarbonylaminomethylpyrrolidin-1-yl)propyl)-2,3-dihydro-1 H-isoindole-1,3-dione | HCID 53785716 | 65.3% |
Reaction Steps
Dimethylformamide (200 ml) was added to 3-(tert-butoxycarbonylaminomethyl)pyrrolidine (14 g), and potassium carbonate (30 g) and N-(3-bromopropyl)phthalimide (18 g) were added at room temperature with stirring, and the mixture was stirred at room temperature for 8 hr. The reaction mixture was concentrated under reduced pressure, and aqueous potassium carbonate solution was added to the residue. The mixture was extracted with ethyl acetate. The mixture was dried over magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel chromatography to give 17 g of 2-(3-(3-tert-butoxycarbonylaminomethylpyrrolidin-1-yl)propyl)-2,3-dihydro-1 H-isoindole-1,3-dione.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05864039 |
| Source dataset | uspto-grants-1999_01 |
| ORD ID | ord-e0ecd9dfd66b4de5aea771bac00e1ea6 |
| Source note | uspto-grants-1999_01 |