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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 349270Generated: October 25, 2026

Water → 1-(3,5-Bis-trifluoromethyl-benzyl)-5-pyridin-3-yl-1H-imidazole-4-carboxylic acid methyl ester

https://huagongshe.com/reaction/349270

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSulfuric AcidHCID 1118—
ReactantSodium BicarbonateHCID 516892—
Reactant1-(3,5-Bis-trifluoromethyl-benzyl)-5-pyridin-3-yl-1H-imidazole-4-carbonitrileHCID 86601221—
SolventMethanolHCID 887—
Product1-(3,5-Bis-trifluoromethyl-benzyl)-5-pyridin-3-yl-1H-imidazole-4-carboxylic acid methyl esterHCID 86601224—

Reaction Conditions

Temperature100 °C

Reaction Steps

In a pressure vessel dissolve 1-(3,5-Bis-trifluoromethyl-benzyl)-5-pyridin-3-yl-1H-imidazole-4-carbonitrile (0.043 g, 0.11 mmol) in MeOH (1 mL), add H2O (0.1 mL), and concentrated sulfuric acid (0.3 mL), and stir at 100° C. After 24 h., neutralize with sat. aq. NaHCO3, and extract with EtOAc (3×). Dry over MgSO4, filter, and concentrate. Purify by radial chromatography on silica gel to give the title compound: MS (ES) 430.2 (M+1); 1H NMR (300 MHz, CDCl3): δ 8.68 (ap d, 1H), 8.52 (ap d, 1H), 7.80 (s, 1H), 7.78 (s, 1H), 7.56 (d, J=7.8 Hz, 1H), 7.37 (m, 1H), 7.29 (s, 2H), 5.30 (s, 2H), 3.81 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07179804B2
Source datasetuspto-grants-2007_02
ORD IDord-37781fbf248e4980b6e6f700e9a536df
Source noteuspto-grants-2007_02