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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 365469Generated: October 30, 2026

M-Cresol → 5-(4'-Cyanobenzyl)-1-[2-(3"-methylphenylphenoxy)-pyrid-5-ylmethyl)imidazole

https://huagongshe.com/reaction/365469

Reaction equation

Participants

RoleNameHCIDCharge
ReactantM-CresolHCID 342—
ReactantNitrogenHCID 947—
ReactantSodium hydrideHCID 24758—
Reactant5-(4-Cyanobenzyl)-1-(2-bromopyrid-5-ylmethyl)imidazoleHCID 23292065—
SolventDimethylformamideHCID 6228—
Product5-(4'-Cyanobenzyl)-1-[2-(3"-methylphenylphenoxy)-pyrid-5-ylmethyl)imidazoleHCID 131722020—

Reaction Conditions

Temperature110 °C

Reaction Steps

The compound from Example 1 Step 3 (0.11 g 0.20 mmol), m-cresol (0.064 g, 0.59 mmol) and sodium hydride (60% dispersion in oil, 4.0 equiv, 0.032 g) were suspended in DMF (0.5 mL) in an N2 purged sealed tube and heated at 110° C. for 24 hr. The residue was dissolved in methanol and purified on a C18 preperative hplc column. Lyophilized from dioxane/HCl to provide the title compound. FAB-MS: calc: 380.4 found: 381.0. 2 1H-NMR (CD3OD): 2.4 ppm (s, 3H); 4.2 ppm (s, 2H); 5.4 ppm (s, 2H); 6.8-7.6 ppm (11H); 7.9 ppm (s, 1H); 9.1 ppm (s,1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06127390
Source datasetuspto-grants-2000_10
ORD IDord-366ab197e2c04d6eac991c86c1f0ace1
Source noteuspto-grants-2000_10