Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (Pyridin-4-yl)boronic acid | HCID 2734379 | — |
| Reactant | HCID 25127532 | HCID 25127532 | — |
| Catalyst | HCID 178477754 | HCID 178477754 | — |
| Solvent | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Product | HCID 25127533 | HCID 25127533 | 58% |
Reaction Steps
Compound 21 (80.0 mg, 0.198 mmol) obtained in Example 21 was dissolved in 1,4-dioxane/water=4/1 (5 mL), and the mixture was stirred at 80° C. for 2 hours after adding 4-pyridineboronic acid (73.0 mg, 0.595 mmol), [1,1-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (PdCl2(dppf); 16.0 mg, 0.0198 mmol), and sodium carbonate (63.0 mg, 0.595 mmol). The reaction mixture was diluted by addition of ethyl acetate. Then, the organic layer was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The residue obtained upon concentration under reduced pressure was then purified by preparative TLC to give the title compound (Compound 22) (46.0 mg, 58%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07998954B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-802414dcf0b1451cbeaf1e5aee7eb0ca |
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| Source note | uspto-grants-2011_08 |
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