Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-(BUT-3-YN-2-YL)ISOINDOLINE-1,3-DIONE | HCID 603633 | — |
| Reactant | HCID 67071760 | HCID 67071760 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 67071715 | HCID 67071715 | — |
Reaction Steps
2-Benzyloxy-5-(4-bromophenoxy)pyridine (826 mg, 2.32 mmol) and 2-(1-methylprop-2-ynyl)isoindole-1,3-dione (693 mg, 3.48 mmol) were dissolved in anhydrous acetonitrile under argon and admixed with triethylamine (2.78 ml, 19.94 mmol), copper iodide (22.1 mg, 0.116 mmol) and bis(triphenylphosphine)palladium(II) chloride (81.4 mg, 0.116 mmol). The reaction mixture was stirred at 100° C. in a microwave reactor for 30 min. A further 0.75 equivalent of the reactants were added and the stirring was continued at 100° C. for a further 60 min. The batch was concentrated, admixed with ethyl acetate and water and filtered, and the organic phase was separated off and concentrated. The crude product was further reacted without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08470841B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-7184be0a82f14d4da5398e16bf2ba215 |
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| Source note | uspto-grants-2013_06 |
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