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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 342152Generated: October 28, 2026

Imidazole → 1-(4-Cyanobenzyl)-2-methylimidazole-5-carboxaldehyde

https://huagongshe.com/reaction/342152

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactant4-Bromo-1-(4-cyanobenzyl)-2-methylimidazole-5-carboxaldehydeHCID 22625916—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
Product1-(4-Cyanobenzyl)-2-methylimidazole-5-carboxaldehydeHCID 15391009—

Reaction Steps

A solution of 4-bromo-1-(4-cyanobenzyl)-2-methylimidazole-5-carboxaldehyde (1.33 g, 4.37 mmol) and imidazole (0.600 g, 8.74 mmol) in 1:1 ethyl acetate-alcohol (150 mL) was stirred with 10% palladium on carbon (0.020 g) under 1 atm hydrogen. After 2 h, the reaction was filtered through celite and concentrated to give the title compound as a white solid. 1H NMR (DMSO-d6, 400 MHz) δ 9.62 (1H, s), 7.90 (1H, s), 7.81 (2H, d, J=8 Hz), 7.20 (2H, d, J=8 Hz), 5.64 (2H, s), 2.33 (3H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05856326
Source datasetuspto-grants-1999_01
ORD IDord-f969ce93ef8a44b285bcf16e995617b4
Source noteuspto-grants-1999_01