HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 3-Chloro-5-[3-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-methyl-pyridin-4-ylmethyl]-5-isopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carbonyl]-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Lithium iodide | HCID 66321 | — |
| Reactant | HCID 59184674 | HCID 59184674 | — |
| Reactant | 3-Chloro-5-(5-isopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carbonyl)-benzonitrile | HCID 59686839 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-Chloro-5-[3-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-methyl-pyridin-4-ylmethyl]-5-isopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carbonyl]-benzonitrile | HCID 59184708 | 49.3% |
Reaction Steps
To a stirred solution of 3-Chloro-5-(5-isopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carbonyl)-benzonitrile (317 mg, 1 mmol), anhydrous powdered potassium carbonate (134 mg, 1 mmol), and lithium iodide (134 mg, 1 mmol) in DMF (5 ml) at room temperature, was added 2-(4-Chloromethyl-6-methyl-pyridin-2-yl)-isoindole-1,3-dione (286 mg, 1 mmol). After stirring for overnight, the mixture was evaporated in vacuo and the residue was purified by silica gel column chromatography (eluent, EA:hexanes (1:1); Rf˜0.3 fraction was collected.) to afford 280 mg (49%) a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08106064B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-f941cc54c62e4dd299e341389af28f5c |
| Source note | uspto-grants-2012_01 |