HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 3-bromo-1-methyl-4-(4-oxopiperidin-1-yl)-1H-pyrrole-2,5-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,3-Dibromo-N-methylmaleimide | HCID 18155 | — |
| Reactant | 4-Piperidone hydrochloride | HCID 3084851 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-bromo-1-methyl-4-(4-oxopiperidin-1-yl)-1H-pyrrole-2,5-dione | HCID 59354787 | 99% |
Reaction Steps
To a stirred solution of 3,4-dibromo-1-methyl-1H-pyrrole-2,5-dione (100 mg, 0.373 mmol) in AcN (20 mL) was added piperidin-4-one hydrochloride (101 mg, 0.746 mmol) at room temperature followed by K2CO3 (102 mg, 7.46 mol). The reaction mixture was then refluxed for 2 h, diluted with water, extracted with EtOAc (2×20 mL). The combined organic layers were washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated in vacuo. The crude material was purified via silica gel column chromatography eluting with 30% EtOAc in hexanes to afford 3-bromo-1-methyl-4-(4-oxopiperidin-1-yl)-1H-pyrrole-2,5-dione (100 mg, 99%) as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08466148B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-04c1058e35b54ad1be12a0071bfdd575 |
| Source note | uspto-grants-2013_06 |