HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 58168328, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1-Ethynyl-3-methoxybenzene | HCID 640753 | — |
| Reactant | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Reactant | 1-Chlorobenzo[C][1,8]naphthyridin-6(5H)-one | HCID 58168008 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Solvent | Water ethylacetate | HCID 22728543 | — |
| Product | HCID 58168328 | HCID 58168328 | 57% |
Reaction Steps
Compound 83 (100 mg, 0.43 mmol), Pd(OAc)2 (5 mg, 0.02 mmol), X-Phos (21 mg, 0.04 mmol), and Cs2CO3 (424 mg, 1.30 mmol) were suspended in dioxane (2 mL), and stirred for 20 minutes at room temperature. 1-Ethynyl-3-methoxy-benzene (86 mg, 0.65 mmol) was then added, and the resulting solution was stirred for 3 h at 100° C. The reaction mixture was diluted with EtOAc/H2O. The resulting precipitate was filtered, washed with EtOAc/H2O, and dried under vacuum to provide 160 (80 mg, 56% yield) as a light-yellow solid. LC-MS (M+H=327, obsd.=327).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08735584B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-cd225eedc7894737ad9098c37794d4c8 |
| Source note | uspto-grants-2014_05 |