Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (2H-1,3-benzodioxol-5-yl)boronic acid | HCID 2734371 | — |
| Reactant | HCID 57905901 | HCID 57905901 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 57905906 | HCID 57905906 | — |
Reaction Steps
To a solution of 4-[3-[7-(3-bromo-5-dimethylcarbamoyl-phenyl)-hept-6-ynyl]-2-(2-carboxy-ethyl)-phenoxy]-butyric acid (100 mg, 0.17 mmol) in EtOH (4 mL)/H2O (1 mL) were added 3,4-methylenedioxyphenylboronic acid (58 mg, 0.35 mmol), potassium carbonate (100 mg, 0.7 mmol) and Pd(PPh3)4 (5 mg, 0.004 mmol). The mixture was heated at 78° C. for 5 h and then cooled to room temperature. The reaction mixture was filtered using a syringe filter 0.45 μm and the filtrate concentrated under reduced pressure. The crude oil was then purified by preparative HPLC using acetonitrile/water gradient. HRMS calcd for C36H39NO8 [M+H]+ 614.2749, observed 614.2748
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07989454B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-836d6ddb136f43d5b593c39d5ffde59f |
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| Source note | uspto-grants-2011_08 |
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