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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2252028Generated: November 2, 2026

Methanol → HCID 17981678, compound

https://huagongshe.com/reaction/2252028

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium CarbonateHCID 10340—
Reactant2,4-Difluorophenylboronic acidHCID 2734334—
Reactant1-Benzyl-2,4,5-tribromo-1H-imidazoleHCID 2773241—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 17981678HCID 1798167837.6%

Reaction Steps

Reflux a mixture of 1-benzyl-2,4,5-tribromoimidazole (1.043 g, 2.42 mmol), 2,4-difluorophenyl boronic acid (0.682 g, 4.32 mmol), palladium acetate (0.027 g, 0.12 mmol), R(+)-2,2′-bis(di-p-tolyl-phosphino)1,1′-binaphthyl (0.098 g, 0.14 mmol), 2 M sodium carbonate (3.6 mL, 4.83 mmol), methanol (3.6 mL) and toluene (36 mL) for 18 hours. Cool to ambient temperature and dilute with ethyl acetate. Wash with saturated sodium carbonate, saturated sodium chloride, dry with magnesium sulfate and purify the residue on silica gel eluting with hexane/ethyl acetate mixtures to provide 1-benzyl-4,5-dibromo-2-(2,4-difluoro-phenyl)-1H-imidazole (0.39 g). MS(ES+): m/z=461.1 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07320995B2
Source datasetuspto-grants-2008_01
ORD IDord-10b6d84554584ab5bd461c0308ee02ef
Source noteuspto-grants-2008_01