Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | HCID 86662774 | HCID 86662774 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 66634522 | HCID 66634522 | — |
Reaction Steps
A solution of {2′-[(benzyloxycarbonyl-ethyl-amino)-methyl]-6-trifluoromethanesulfonyloxy-4′-trifluoromethyl-biphenyl-3-yl}-acetic acid ethyl ester (0.11 g, 0.17 mmol), phenylboronic acid (0.023 g, 0.19mmol), and potassium carbonate (0.070 g, 0.51 mmol) in 2:1 DME:H2O (5 mL) was purged with N2 for 15 minutes. Tetrakis(triphenylphosphine)palladium(0) (0.020 g, 0.02 mmol) was added, and the reaction was purged with N2 for another 10 minutes, and then stirred at 90° C. overnight. The mixture was partitioned between EtOAc and H2O, and the aqueous layer was separated and extracted with EtOAc. The combined organic layers were dried over MgSO4, filtered, and concentrated, and the residue was purified by preparative HPLC to give the title compound. M+H is 548.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08362044B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-14baaaa9d9964250a86a928aa1779be6 |
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| Source note | uspto-grants-2013_01 |
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