Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | HCID 67342553 | HCID 67342553 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene water | HCID 22272177 | — |
| Product | HCID 67341024 | HCID 67341024 | 101.2% |
Reaction Steps
A mixture of 3-[4-(4-bromo-2-methyl-benzyloxy)-benzoylamino]-propionic acid methyl ester (0.20 g, 0.49 mmol), phenyl boronic acid (0.09 g, 0.78 mmol), and Na2CO3 (0.11 g, 1.08 mmol) in toluene/water (3 mL: 1 mL) is degassed (2×). Pd(PPh3)4 (0.05 g, 0.04 mmol) is added, and the mixture is stirred at 100° C. for 12 h. The mixture is filtered through Celite. Water is added, and the mixture is extracted with EtOAc. The organics are dried with MgSO4 and concentrated. The crude material is purified by flash chromatography to yield 0.20 g (100%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07989457B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-0521afb4803247cd8a680f47266b44be |
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| Source note | uspto-grants-2011_08 |
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