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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 365470Generated: October 31, 2026

Nitrogen → 5-(4'-Cyanobenzyl)-1-[2-(cyclohexylthio)pyrid-5-ylmethyl]imidazole

https://huagongshe.com/reaction/365470

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
ReactantCyclohexanethiolHCID 15290—
ReactantSodium hydrideHCID 24758—
Reactant5-(4-Cyanobenzyl)-1-(2-bromopyrid-5-ylmethyl)imidazoleHCID 23292065—
SolventDimethylformamideHCID 6228—
Product5-(4'-Cyanobenzyl)-1-[2-(cyclohexylthio)pyrid-5-ylmethyl]imidazoleHCID 23292042—

Reaction Conditions

Temperature110 °C

Reaction Steps

The compound from Example 1, Step 3 (0.16 g 0.45 mmol), cyclohexyl mercaptan (0.16 g, 1.35. 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 4hr. 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: 389 found: 389. 1H-NMR (CD3OD): 1.4-2.1 ppm (10H); 3.8 ppm (1H); 4.2 ppm (2H); 5.45 ppm (2H); 7.2-7.6 ppm (7H); 8.2 ppm (1H); 9.1 ppm (1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06127390
Source datasetuspto-grants-2000_10
ORD IDord-4a30ec68376842108c952348aee48279
Source noteuspto-grants-2000_10