Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | HCID 86630895 | HCID 86630895 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Product | HCID 42630253 | HCID 42630253 | 70% |
Reaction Steps
To a solution of 3-chloro-6-[3-(3-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-pyridazine (4.1 g, 13 mmol) in ethanol (65 mL) was added sodium carbonate (1.37 g, 13 mmol), 1,1′-bis(diphenylphosphino)ferrocene (716 mg, 1.3 mmol) and palladium(II) acetate (290 mg, 1.3 mmol). The resulting mixture was heated at 50° C. overnight under a carbon monoxide atmosphere. After cooling to room temperature the mixture was diluted with ethanol (100 mL), filtered through Celite® and concentrated. Purification by chromatography (SiO2, heptane:ethyl acetate=100:0 to 1:1) afforded the title compound (3.2 g, 70%) as an off white solid. MS: m/e=358.0 [M+H]−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07943619B2 |
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| Source dataset | uspto-grants-2011_05 |
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| ORD ID | ord-7344f44e07304fc197ce070f25c1b79a |
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| Source note | uspto-grants-2011_05 |
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