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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1519276Generated: November 5, 2026

2,6-Difluorophenacyl bromide → 4-[4-(2,6-Difluoro-phenyl)-thiazol-2-yl]-2'-nitro-biphenyl-2-carboxylic acid

https://huagongshe.com/reaction/1519276

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-Difluorophenacyl bromideHCID 2778263—
Reactant2'-Nitro-4-thiocarbamoyl-biphenyl-2-carboxylic acid methyl esterHCID 86679832—
SolventWaterHCID 962—
Product4-[4-(2,6-Difluoro-phenyl)-thiazol-2-yl]-2'-nitro-biphenyl-2-carboxylic acidHCID 7153860316%

Reaction Steps

4-[4-(2,6-Difluoro-phenyl)-thiazol-2-yl]-2′-nitro-biphenyl-2-carboxylic acid (45 mg, 16%) was prepared from 2′-nitro-4-thiocarbamoyl-biphenyl-2-carboxylic acid methyl ester (which may be prepared as described for Intermediate 4) and 2-bromo-2′,6′-difluoroacetophenone (available from SynQuest Laboratories, Inc.) using the procedure described for the preparation of Example 18 except that the entire 4 mL of water was added at the beginning of the hydrolysis step rather than being added in two portions. 1H NMR (300 MHz, DMSO-d6) δ 8.45 (d, J=1.9 Hz, 1H), 7.94-8.04 (m, 3H), 7.50-7.70 (m, 3H), 7.19-7.32 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073881B2
Source datasetuspto-grants-2015_07
ORD IDord-f36bb8122b114fc794e347d090aedf6f
Source noteuspto-grants-2015_07