Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2,5-Dioxopyrrolidin-1-yl 2-(trimethylsilyl)ethyl carbonate | HCID 5018386 | — |
| Reactant | HCID 66880938 | HCID 66880938 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66881150 | HCID 66881150 | 96.1% |
Reaction Steps
A solution of 1-(2-bromo-4-nitrophenyl)piperazine dihydrochloride (1.9 g, 5.8 mmol) in acetonitrile (50 mL) was treated with 1-({[2-(trimethylsilyl)ethoxy]carbonyl}oxy)pyrrolidine-2,5-dione (1.5 g, 5.9 mmol) followed by water (15 mL) and sodium carbonate (1.9 g, 18 mmol) and stirred at 20° C. for 6 h. The reaction mixture was diluted with ethyl acetate (400 mL) and washed with water and brine, dried over anhydrous sodium sulfate, filtered, and evaporated to give a residue. This material was purified by flash column chromatography to give the desired product (2.4 g, 87%) as a solid. [TEOC: (2-(trimethylsilyl)ethoxy)carbonyl]
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08871753B2 |
|---|
| Source dataset | uspto-grants-2014_10 |
|---|
| ORD ID | ord-cd5be3b1aa0e485abb11740d08b97f21 |
|---|
| Source note | uspto-grants-2014_10 |
|---|
