Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium fluoride | HCID 25953 | — |
| Reactant | 4-(Tributylstannyl)pyridazine | HCID 6409733 | — |
| Reactant | 3-Iodo-3'-(trifluoromethyl)biphenyl-4-ol | HCID 58042284 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 136200876 | HCID 136200876 | 37.2% |
Reaction Steps
To a solution of 4-(tributylstannyl)pyridazine (1.71 g, 4.64 mmol) and 3-iodo-3′-(trifluoromethyl)biphenyl-4-ol (Preparation 2, 1.30 g, 3.57 mmol) in N,N-dimethylformamide (20 mL) was added caesium fluoride (1.10 g, 7.14 mmol). The mixture was degassed before the addition of tetrakis(triphenylphosphine) palladium (0) (412 mg, 0.357 mmol), then heated to 45° C. for 4 hours. The reaction was concentrated in vacuo and purified by silica gel column chromatography (0%-20% methanol in dichloromethane gradient elution). The residue was triturated with acetonitrile and filtered to afford the title compound (420 mg, 37%) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08772293B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-4288ebe43fa44c86b00c89cd388d9808 |
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| Source note | uspto-grants-2014_07 |
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