Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Fluoro-5-methoxyphenylboronic acid | HCID 4157211 | — |
| Reactant | HCID 117760141 | HCID 117760141 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | HCID 117760118 | HCID 117760118 | — |
Reaction Steps
Under an argon atmosphere, to a solution of ethyl 3-cyclopropyl-3-(3-(((5-neopentyl-6-(((trifluoromethyl)sulfonyl)oxy)pyridin-3-yl)oxy)methyl)phenyl)propanoate (200 mg) in DMF (5.0 mL) were added 2-fluoro-5-methoxyphenylboronic acid (80 mg), 2.0M aqueous sodium carbonate solution (0.52 mL) and tetrakistriphenylphosphinepalladium (40 mg), and the mixture was stirred at 90° C. for 1 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (27 mg) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09382188B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-6edc410f37624cec97bb4dd687b655bc |
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| Source note | uspto-grants-2016_07 |
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