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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 226515Generated: October 26, 2026

4-Chloro-3-(trifluoromethyl)benzeneboronic acid → 2-(4'-Chloro-5-hydroxy-3'-trifluoromethyl-biphenyl-3-yl)-4-methyl-pentanoic acid methyl ester

https://huagongshe.com/reaction/226515

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-3-(trifluoromethyl)benzeneboronic acidHCID 2782671—
Reactant2-(3-Benzyloxy-5-trifluoromethanesulfonyloxy-phenyl)-4-methyl-pent-4-enoic acid methyl esterHCID 57755037—
Product2-(4'-Chloro-5-hydroxy-3'-trifluoromethyl-biphenyl-3-yl)-4-methyl-pentanoic acid methyl esterHCID 5775492770%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07557244B2
Source datasetuspto-grants-2009_07
ORD IDord-acae64aef2cc41e988f60e3ed9e918f3
Source noteuspto-grants-2009_07