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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 276707Generated: October 31, 2026

N-[1-(cyanomethyl-carbamoyl)-cyclohexyl]-4-bromomethyl-benzamide → N-[1-(cyanomethyl-carbamoyl)-cyclohexyl]-4-imidazol-1-ylmethyl-benzamide

https://huagongshe.com/reaction/276707

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-[1-(cyanomethyl-carbamoyl)-cyclohexyl]-4-bromomethyl-benzamideHCID 18316675—
ReactantImidazole sodiumHCID 57373095—
SolventTetrahydrofuranHCID 8028—
ProductN-[1-(cyanomethyl-carbamoyl)-cyclohexyl]-4-imidazol-1-ylmethyl-benzamideHCID 18316729—

Reaction Steps

N-[1-(cyanomethyl-carbamoyl)-cyclohexyl]-4-bromomethyl-benzamide (0.34 mmol) is dissolved in THF (2 ml) and sodium-imidazol (0.41 mmol) is added and the reaction mixture stirred at RT over night. After evaporation of the solvent, the residue is extracted with ethyl acetate. The extract is washed with water, dried over magnesium sulfate and evaporated. The residue was suspended in diethylether and the solid filtered of. The crude product is purified by chromatography on silica using CH2Cl2/MeOH=9:1. The fractions containing the pure product were collected and evaporated. The residue was suspended in diethylether and the solid filtered of. A white powder with mp. 194-196° C., Rf=0.28 (CH2Cl2/MeOH=9:1) is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06353017B1
Source datasetuspto-grants-2002_03
ORD IDord-af7c57917eba45069de235d26c3be861
Source noteuspto-grants-2002_03