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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748604Generated: October 30, 2026

4-(Trifluoromethyl)phenylboronic acid → HCID 44818303, compound

https://huagongshe.com/reaction/1748604

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Trifluoromethyl)phenylboronic acidHCID 2734389—
ReactantMethyl 2-bromo-1-methyl-1H-imidazole-5-carboxylateHCID 26343677—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventSodium Carbonate MonohydrateHCID 2735133—
SolventHCID 178418397HCID 178418397—
ProductHCID 44818303HCID 4481830394.4%

Reaction Conditions

Temperature120 °C

Reaction Steps

To 2-bromo-3-methyl-3H-imidazole-4-carboxylic acid methyl ester (800 mg) were added 4-(trifluoromethyl)phenylboronic acid (1.04 g), and tetrakis(triphenylphosphine)palladium(0) (422 mg), and tetrahydrofuran (9 ml), saturated sodium carbonate water (3 ml), and water (1.5 ml) as solvents, and stirred at 120° C. for 30 minutes under microwave radiation. After completion of the reaction, to the reaction solution 6 was added water, and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated. The obtained residue was purified with silica gel column chromatography (n-hexane/ethyl acetate) to give 3-methyl-2-[4-(trifluoromethyl)phenyl]-3H-imidazole-4-carboxylic acid methyl ester (980 mg) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150555B2
Source datasetuspto-grants-2015_10
ORD IDord-b9544f31311b4d0f8ebed1b3d0ac086f
Source noteuspto-grants-2015_10