HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Chloro-3-(trifluoromethyl)benzeneboronic acid → 2-(4'-Chloro-5-hydroxy-3'-trifluoromethyl-biphenyl-3-yl)-4-methyl-pentanoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Chloro-3-(trifluoromethyl)benzeneboronic acid | HCID 2782671 | — |
| Reactant | 2-(3-Benzyloxy-5-trifluoromethanesulfonyloxy-phenyl)-4-methyl-pent-4-enoic acid methyl ester | HCID 57755037 | — |
| Product | 2-(4'-Chloro-5-hydroxy-3'-trifluoromethyl-biphenyl-3-yl)-4-methyl-pentanoic acid methyl ester | HCID 57754927 | 70% |
Reaction Steps
The title compound was prepared in 70% yield from 2-(3-benzyloxy-5-trifluoromethanesulfonyloxy-phenyl)-4-methyl-pent-4-enoic acid methyl ester (prepared in Example 15, step (d)) under the conditions described in Example 15 step (e-f) using 4-chloro-5-trifluoromethylphenylboronic acid in step (e). 1H-NMR (400 MHz, CDCl3): δ 7.84 (s, 1H), 7.65 (d, 1H), 7.55 (d, 1H), 7.04 (s, 1H), 6.92 (m, 1H), 6.86 (m, 1H), 4.98 (br s, 1H), 3.68 (m, 4H), 1.97 (m, 1H), 1.68 (m, 1H), 1.49 (m, 1H), 0.92 (d, 6H); Mass Spectrum (m/z, ESI) 399 (M−H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07557244B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-acae64aef2cc41e988f60e3ed9e918f3 |
| Source note | uspto-grants-2009_07 |