HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 3-Chloro-5-[3-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-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 | 2-[4-(Chloromethyl)-2-pyridinyl]-1H-isoindole-1,3(2H)-dione | HCID 59184699 | — |
| 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)-pyridin-4-ylmethyl]-5-isopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carbonyl]-benzonitrile | HCID 59184656 | 29% |
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 mgmg, 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-pyridin-2-yl)-isoindole-1,3-dione (272 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 160 mg (29%) of a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08106064B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-b7b4d3f1f0e8436ca70b3dce010aa299 |
| Source note | uspto-grants-2012_01 |