HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 71252567, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | 1,3-Propanesultam | HCID 642157 | — |
| Reactant | 5-Bromo-2-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]benzonitrile | HCID 58484628 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 71252567 | HCID 71252567 | 71.3% |
Reaction Steps
To a mixture of 5-bromo-2-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]benzonitrile (599 mg) described in Preparation Example 187, isothiazolidine 1,1-dioxide (236 mg), 4,5-bisdiphenylphosphanyl-9,9-dimethyl-9H-xanthene (130 mg), palladium acetate (34 mg) and cesium carbonate (733 mg) was added 1,4-dioxane (2 mL), and the mixture was stirred with heating under reflux for 2 hr. The reaction mixture was cooled, saturated brine was added and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over sodium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by column chromatography (ethyl acetate:hexane) to give the title compound (470 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08816079B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-36734feec01f4533bb167c5ff246fb3f |
| Source note | uspto-grants-2014_08 |