HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 4-Methyl-3-[1-(2-oxo-1-pyrrolidinyl)-6-phthalazinyl]benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Pyrrolidone | HCID 12025 | — |
| Reactant | trans-N,N'-dimethyl-1,2-cyclohexanediamine | HCID 2733821 | — |
| Reactant | HCID 86607617 | HCID 86607617 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Methyl-3-[1-(2-oxo-1-pyrrolidinyl)-6-phthalazinyl]benzamide | HCID 68452648 | — |
Reaction Steps
In a microwave tube was placed 3-(1-chlorophthalazin-6-yl)-4-methylbenzamide (0.150 g, 0.50 mmol), copper (I) iodide (0.0048 g, 0.025 mmol), (1R,2R)-N1,N2-dimethylcyclohexane-1,2-diamine (0.014 g, 0.10 mmol), cesium carbonate (0.34 g, 1.1 mmol) and pyrrolidin-2-one (0.077 mL, 1.0 mmol) in 2 mL of DMF. The mixture was heated at 150°-200° C. for 20 minutes in the microwave. After cooling, the reaction was filtered through Celite®. Water was added to the filtrate and the mixture was extracted with dichloromethane (3×). The organic layer was concentrated and the crude material purified by HPLC to give 4-methyl-3-(1-(2-oxopyrrolidin-1-yl)phthalazin-6-yl)benzamide as white solid. Found MS (ES+)=347 (M+H+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07759337B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-ab4943ea41a544eda4d34f4ae6b2b5f2 |
| Source note | uspto-grants-2010_07 |