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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2069279Generated: November 1, 2026

5-[4-(4-Methoxy-phenyl)-imidazol-1-yl]-2-nitro-4-trifluoromethyl-benzoic acid methyl ester → 2-Amino-5-[4-(4-methoxy-phenyl)-imidazol-1-yl]-4-trifluoromethyl-benzoic acid methyl ester

https://huagongshe.com/reaction/2069279

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-[4-(4-Methoxy-phenyl)-imidazol-1-yl]-2-nitro-4-trifluoromethyl-benzoic acid methyl esterHCID 58964504—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
Product2-Amino-5-[4-(4-methoxy-phenyl)-imidazol-1-yl]-4-trifluoromethyl-benzoic acid methyl esterHCID 5896448193%

Reaction Steps

1.470 g of 5-[4-(4-methoxy-phenyl)-imidazol-1-yl]-2-nitro-4-trifluoromethyl-benzoic acid methyl ester in 25 ml of tetrahydrofuran are hydrogenated in presence of 200 mg of palladium on carbon. After filtration of the catalyst the solution is evaporated to dryness and the residue purified by flash chromatography on silica (40-63 μm particle size) with dichloromethane/methanol 98:2, yielding 1.270 g of 2-amino-5-[4-(4-methoxy-phenyl)-imidazol-1-yl]-4-trifluoromethyl-benzoic acid methyl ester as a beige solid. 1H-NMR (DMSO-d6, 400 MHz): 3.80 s, 3H; 3.95 s, 3H; 6.95 d, J=10.4 Hz, 2H; 7.30 s, 2H; 7.40 s, 1H; 7.70 s, 1H; 7.75 s, 1H; 7.78 d, J=10.4 Hz, 2H; 7.80 s, 1H.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299085B2
Source datasetuspto-grants-2012_10
ORD IDord-8941b6c76d6a4de2b0e03d83074102dc
Source noteuspto-grants-2012_10