HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-chloro-5-(2,6-difluorophenyl)-6H-pyrido[1,2-b]pyridazin-6-one → 2-(2,4-difluorobenzyl)-5-(2,6-difluorophenyl)-6H-pyrido[1,2-b]pyridazin-6-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-chloro-5-(2,6-difluorophenyl)-6H-pyrido[1,2-b]pyridazin-6-one | HCID 57531226 | — |
| Reactant | HCID 178505768 | HCID 178505768 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(2,4-difluorobenzyl)-5-(2,6-difluorophenyl)-6H-pyrido[1,2-b]pyridazin-6-one | HCID 16749940 | — |
Reaction Steps
To a solution of 2-chloro-5-(2,6-difluorophenyl)-6H-pyrido[1,2-b]pyridazin-6-one (100 mg, 0.34 mmol) and Tetrakis (392 mg, 0.034 mmol) in THF was heated to 80° C. for 0.5 hrs before 2,4 difluoro benzyl zinc bromide was added. The reaction was complete after 0.5 hrs, cooled to ambient temperature, and diluted with H2O and EtOAc. The organic layer was extracted with EtOAc, H2O, brine, dried over MgSO4, and concentrated to a solid. The crude residue was purified via silica gel chromatography (EtOAc/CH2Cl2, MeOH) to yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07482345B2 |
| Source dataset | uspto-grants-2009_01 |
| ORD ID | ord-6f7ff4e04a534a6ea2eb80db9b3b77b9 |
| Source note | uspto-grants-2009_01 |