Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2,4-Difluorophenylboronic acid | HCID 2734334 | — |
| Reactant | Methyl 2-(benzamido)-4-bromobenzoate | HCID 57879335 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 57879490 | HCID 57879490 | 28.4% |
Reaction Steps
56 mg of 2,4-difluorophenylboronic acid, 63 mg of sodium carbonate and 34 mg of polymer supported bis(acetato)triphenylphosphine palladium(II) were added to 2.5 mL of N,N-dimethylacetamide solution containing 80 mg of methyl 2-(benzamido)-4-bromobenzoate, and starred at 90° C. for 20 hours. After the reaction mixture was cooled to room temperature, insoluble were removed by filtration and ethyl acetate and 1.2 mol/L hydrochloric acid were added. The organic layer was separated and dried over anhydrous magnesium sulfate after washed with 1.0 mol/L hydrochloric acid and a saturated sodium chloride aqueous solution sequentially, and the solvent was evaporated under reduced pressure. 1.0 mL of 1.0 mol/L aqueous sodium hydroxide and 4.0 mL of ethanol were added to the obtained residue and stirred at room temperature for 1 hour. 0.6 mol/L hydrochloric acid, was added to the reaction mixture and a solid substance was separated by filtration to obtain 24 mg of 2-(benzamido)-4-(2,4-difluorophenyl)benzoic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07999132B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-9baafd450e5940d2a59f9529367b4d3a |
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| Source note | uspto-grants-2011_08 |
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