HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methyl-2-(5-trifluoromethyl-biphenyl-3-yl)pentanoic acid → 2-{5-[2-(3,5-Bis-trifluoromethyl-phenyl)-vinyl]-4'-trifluoromethyl-biphenyl-3-yl}-4-methyl-pentanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methyl-2-(5-trifluoromethyl-biphenyl-3-yl)pentanoic acid | HCID 57466628 | — |
| Reactant | trans-2-(3,5-Bis-trifluoromethylphenyl)-vinyl-boronic acid | HCID 86629790 | — |
| Product | 2-{5-[2-(3,5-Bis-trifluoromethyl-phenyl)-vinyl]-4'-trifluoromethyl-biphenyl-3-yl}-4-methyl-pentanoic acid | HCID 74409396 | — |
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-(3,5-bis-trifluoromethylphenyl)-vinyl-boronic acid under the conditions described in Example 14; 1H NMR (400 MHz, MeOD) δ ppm 0.98 (dd, J=6.60, 3.18 Hz, 6 H), 1.56 (dt, J=13.39, 6.63 Hz, 1 H), 1.75 (ddd, J=13.69, 7.21, 6.97 Hz, 1 H), 2.05 (ddd, J=13.57, 7.70, 7.58 Hz, 1 H), 3.82 (t, J=7.70 Hz, 1 H), 7.52 (d, J=16.5 Hz, 1 H), 7.44 (d, J=16.5 Hz, 1 H), 7.60 (s, 1 H), 7.67 (s, 1 H), 7.74-7.84 (m, 6 H), 8.18 (s, 2 H); Calcd for C29H23F9O2 (M+H) 575.16, Found 575.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08692017B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-67263ceb2e5c4e1cb2340e6ae55270a4 |
| Source note | uspto-grants-2014_04 |