Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 5-Fluoro-2-methoxyphenylboronic acid | HCID 2782673 | — |
| Reactant | HCID 90412725 | HCID 90412725 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Oxolane--water (1/1) | HCID 21881883 | — |
| Product | HCID 90411721 | HCID 90411721 | — |
Reaction Steps
To a solution of Example 279A (1250 mg, 2.86 mmol) in 13.3 mL tetrahydrofuran/water (3:1) was added 5-fluoro-2-methoxyphenylboronic acid (1043 mg, 3.72 mmol), sodium carbonate (1214 mg, 11.45 mmol) and phenylallylchloro[1,3-bix(diisopropylphenyl)-2-imidazol-2-ylidene]palladium(II) (60.3 mg, 0.086 mmol) and the mixture was heated at 75° C. for 2 hours. The mixture was cooled to room temperature, and diluted with ethyl acetate, and the organics washed with saturated sodium bicarbonate, water, and brine, dried over magnesium sulfate, filtered, and concentrated. Purification by flash chromatography (Analogix280, SF 40-80 column, 10-60% ethyl acetate/hexane gradient) gave the title compound. MS (ESI): 553.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09073922B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-43124c7b22184c0ebce0dcef4664c1ed |
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| Source note | uspto-grants-2015_07 |
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