HuagongsheHuagongshe Chemistry Print Report · For research reference only
trans-2-[4-(Trifluoromethyl)phenyl]vinylboronic acid → 4-Methyl-2-{4'-trifluoromethyl-5-[2-(4-trifluoromethyl-phenyl)-vinyl]-biphenyl-3-yl}-pentanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | trans-2-[4-(Trifluoromethyl)phenyl]vinylboronic acid | HCID 6153620 | — |
| Reactant | 4-Methyl-2-(5-trifluoromethyl-biphenyl-3-yl)pentanoic acid | HCID 57466628 | — |
| Product | 4-Methyl-2-{4'-trifluoromethyl-5-[2-(4-trifluoromethyl-phenyl)-vinyl]-biphenyl-3-yl}-pentanoic acid | HCID 74440806 | — |
Reaction Steps
The title compound was prepared from a Nigishi coupling of 4-methyl-2-(5-trifluoromethyl-biphenyl-3-yl)pentanoic acid (intermediate compound 1g) with trans-2-(4-trifluoromethylphenyl)-vinyl-boronic acid under the conditions described in Example 14; 1H NMR (400 MHz, MeOD) δ ppm 0.78-0.89 (m, 6 H), 1.47 (dt, J=13.39, 6.63 Hz, 1 H), 1.62 (ddd, J=13.63, 7.09, 6.91 Hz, 1 H), 1.91-1.98 (m, 1 H), 3.68 (t, J=7.83 Hz, 1 H), 7.33 (d, J=16.4 Hz, 1 H), 7.26 (d, J=16.5 Hz, 1 H), 7.48-7.58 (m, 4 H), 7.64-7.70 (m, 5 H), 7.75-7.78 (m, 2 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08692017B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-ad5bff7f18ab4119b5e40f3ed35c0c35 |
| Source note | uspto-grants-2014_04 |