HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 6-[5-amino-3-phenyl-6-(2-pyridylethynyl)-2-pyrazinyl]-2-isopropyl-3(2H)-pyridazinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethynylpyridine | HCID 137268 | — |
| Reactant | 6-(5-amino-6-bromo-3-phenyl-2-pyrazinyl)-2-isopropyl-3(2H)-pyridazinone | HCID 86600915 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 6-[5-amino-3-phenyl-6-(2-pyridylethynyl)-2-pyrazinyl]-2-isopropyl-3(2H)-pyridazinone | HCID 69331924 | — |
Reaction Steps
In the presence of copper(I) iodide (3.7 mg) and dichlorobis(triphenylphosphine)palladium(II) (13.7 mg), triethylamine (0.0596 ml) was dropwise added to a mixture of 6-(5-amino-6-bromo-3-phenyl-2-pyrazinyl)-2-isopropyl-3(2H)-pyridazinone (150 mg) and 2-ethynylpyridine (0.0431 ml) in 1,2-dichloroethane (1.5 ml) at 30-35° C. The mixture was stirred at the same temperature for 18 hours. Water was added to the reaction mixture to give a solid. The solid was purified by column chromatography on silica gel (EtOAc only) to give a solid. The solid was suspended in acetone to give 6-[5-amino-3-phenyl-6-(2-pyridylethynyl)-2-pyrazinyl]-2-isopropyl-3(2H)-pyridazinone (88 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07265120B2 |
| Source dataset | uspto-grants-2007_09 |
| ORD ID | ord-17aff9ee6fb54284ba25c312070c6593 |
| Source note | uspto-grants-2007_09 |