Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | HCID 67517994 | HCID 67517994 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 67518225 | HCID 67518225 | — |
Reaction Steps
A mixture of 5-[2-(4-{[2-bromo-4-(1H-tetrazol-1-yl)phenyl]acetyl}piperazin-1-yl)ethyl]-2-benzofuran-1(3H)-one (40 mg, 0.08 mmol), PhB(OH)2(24 mg, 0.2 mmol), Na2CO3 (42 mg, 0.4 mmol) and Pd(PPh)4(10 mg) in 3 mL of toluene and 3 mL of ethanol was heated to 80° C. under N2 overnight. The solution was concentrated to get the crude product, which was purified via prep-TLC to afford 5-[2-(4-{[5-(1H-tetrazol-1-yl)biphenyl-2-yl]acetyl}piperazin-1-yl)ethyl]-2-benzofuran-1(3H)-one. 1H-NMR (300 MHz, CDCl3) δ ppm 9.0 (s, 1H), 7.84 (d, J=8.0 Hz, 1H), 7.67˜7.70 (m, 1H), 7.53˜7.63 (m, 2H), 7.44˜7.49 (m, 3H), 7.30˜7.37 (m, 4H), 5.28 (s, 2H), 3.58˜3.74 (m, 4H), 3.17˜3.30 (m, 2H), 2.87˜2.98 (m, 2H), 2.39˜2.69 (m, 4H), 2.22˜2.36 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09056859B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-c2ebf385cc1d4ce497a55f0cfdc10e41 |
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| Source note | uspto-grants-2015_06 |
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