Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | (6-Methoxypyridin-3-yl)boronic acid | HCID 2734368 | — |
| Reactant | HCID 66748334 | HCID 66748334 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | HCID 86686658 | HCID 86686658 | — |
| Product | HCID 66748390 | HCID 66748390 | — |
Reaction Steps
A mixture of (5-iodo-1-methyl-1H-pyrazol-3-yl) (4-(6-isobutoxypyrimidin-4-yl)piperazin-1-yl)methanone (20 mg, 0.043 mmol), (6-methoxypyridin-3-yl)boronic acid (8.5 mg, 0.055 mmol), palladium acetate (1.9 mg), triphenylphosphine (4.5 mg), and sodium carbonate (18 mg, 0.17 mmol) in dioxane-THF-water (1.6 mL, 1:0.3:0.3) was stirred at 150° C. for 10 min under microwave irradiation. After cooling to rt, the mixture was poured onto water, and the aqueous layer was extracted with EtOAc (three times). The combined organic layer was concentrated in vacuo. The residue was purified by preparative LC-MS to give 6.5 mg (34% yields) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08999974B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-d93e91e66c7f4fe6b945450df16ad9b8 |
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| Source note | uspto-grants-2015_04 |
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