HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 3-[3-(2,6-Dichloro-pyrimidin-4-ylmethyl)-5-isopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carbonyl]-5-methyl-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Lithium iodide | HCID 66321 | — |
| Reactant | 2,4-Dichloro-6-(chloromethyl)pyrimidine | HCID 15001778 | — |
| Reactant | 3-(5-Isopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carbonyl)-5-methyl-benzonitrile | HCID 46880377 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-[3-(2,6-Dichloro-pyrimidin-4-ylmethyl)-5-isopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carbonyl]-5-methyl-benzonitrile | HCID 59686847 | 26% |
Reaction Steps
To a mixture of 5-isopropyl-6-(3′-cyano-5′-methylbenzoyl)-2,4-pyrimidinedione (1.19 g, 4 mmol), 2,4-dichloro-6-chloromethyl-pyrimidine (790 mg, 4 mmol), anhydrous powdered potassium carbonate (552 mg, 4 mmol), and lithium iodide (536 mg, 4 mmol), was added DMF (20 ml). The mixture was stirred at room temperature for overnight and evaporated in vacuo. The residue was then purified by silica gel column chromatography (eluent, EA:hexane (1:2)) to afford 476 mg (26%) of 3-[3-(2,6-dichloro-pyrimidin-4-ylmethyl)-5-isopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carbonyl]-5-methyl-benzonitrile as a pale yellow foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08106064B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-15b04728f63a413bb02beeaee7e30385 |
| Source note | uspto-grants-2012_01 |