Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | HCID 86664763 | HCID 86664763 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Product | HCID 57334945 | HCID 57334945 | 80% |
Reaction Steps
To a suspension of 3-chloro-6-[5-(4-fluoro-phenyl)-3-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-pyridazine (558 mg, 1.75 mmol) in ethanol (8 mL) was added sodium carbonate (185 mg, 1.745 mmol) followed by 1,1′-bis(diphenylphosphino) ferrocene (97 mg, 0.18 mmol) and palladium(II) acetate (40 mg, 0.18 mmol). The reaction flask was filled with Ar three times after a short evacuation. The fourth time the flask was flushed with CO-gas (balloon). The mixture was stirred under CO atmosphere at 50° C. over night, then cooled to room temperature and filtered over dicalite and washed well with DCM. The filtrate was then evaporated. Purification by chromatography (silica, 0 to 50% ethyl acetate in heptane) afforded the title compound (500 mg, 80%) as an off white solid. MS: m/e=358.2 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08742097B2 |
|---|
| Source dataset | uspto-grants-2014_06 |
|---|
| ORD ID | ord-d8daf04dbc584b72bd8ca6fa07efeae9 |
|---|
| Source note | uspto-grants-2014_06 |
|---|