HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3,5-Dimethyl-1-{5-[4-(3,5,6-trimethylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}-imidazolidine-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | 5-Methyl-1-{5-[4-(3,5,6-trimethylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}imidazolidine-2,4-dione | HCID 71252143 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3,5-Dimethyl-1-{5-[4-(3,5,6-trimethylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}-imidazolidine-2,4-dione | HCID 71252766 | 80.7% |
Reaction Steps
5-Methyl-1-{5-[4-(3,5,6-trimethylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}imidazolidine-2,4-dione (60 mg) described in Example 549 was dissolved in tetrahydrofuran, potassium tert-butoxide (17 mg) and methyl iodide (9.3 μL) were added under ice-cooling, and the mixture was stirred at the same temperature for 15 min and at room temperature for 24 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over sodium sulfate, and the solvent was evaporated. The obtained residue was purified by column chromatography (hexane:ethyl acetate) to give the title compound (50 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08816079B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-d57e1bbb934d489cb49069f5b99c0619 |
| Source note | uspto-grants-2014_08 |