HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2-p-Tolyl-tetrahydro-pyrrolo[1,2-a]pyrazine-1,6-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Iodotoluene | HCID 12207 | — |
| Reactant | Tetrahydro-pyrrolo[1,2-a]pyrazine-1,6-dione | HCID 66867679 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-p-Tolyl-tetrahydro-pyrrolo[1,2-a]pyrazine-1,6-dione | HCID 66865946 | 30% |
Reaction Steps
A mixture of tetrahydro-pyrrolo[1,2-a]pyrazine-1,6-dione (compound of Description 15, 150 mg, 0.97 mmol), p-tolyliodide (424 mg, 1.94 mmol), CuI (62 mg, 0.32 mmol) and K2CO3 (134 mg, 0.98 mmol) in dimethylformamide (6 ml) was refluxed for 2 hours. The solvent was removed under vacuum; the residue was triturated with ethyl acetate and after filtering off the insoluble material, the organic layer was washed with brine, dried (Na2SO4) and evaporated under vacuum. The residue was purified by flash chromatography (DCM/MeOH 95/5 respectively) to give the title compound as a light brown powder (70 mg, 30% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08334286B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-e6c497078d504ef3bfe33c703e8a3c11 |
| Source note | uspto-grants-2012_12 |