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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1068449Generated: October 26, 2026

4-((5-(Chloromethyl)-1H-imidazol-1-yl)methyl)benzonitrile hydrochloride → Ethyl 1-[3-(4-cyanobenzyl)-2-methyl-3H-imidazol-4-ylmethyl]-4-[3-(methanesulfonylaminomethyl)-benzyl]piperidine-4-carboxylate

https://huagongshe.com/reaction/1068449

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-((5-(Chloromethyl)-1H-imidazol-1-yl)methyl)benzonitrile hydrochlorideHCID 9795357—
ReactantEthyl 4-[3-(methanesulfonylamino-methyl)benzyl]piperidine-4-carboxylate hydrochloride saltHCID 21193259—
Reactant1-(4-Cyanobenzyl)-5-chloromethyl-2-methylimidazole hydrochloride saltHCID 21193348—
ProductEthyl 1-[3-(4-cyanobenzyl)-2-methyl-3H-imidazol-4-ylmethyl]-4-[3-(methanesulfonylaminomethyl)-benzyl]piperidine-4-carboxylateHCID 21193334—

Reaction Steps

The title compound was prepared using the protocol described in Example 61, Step C substituting methyl 4-(3-methylbenzyl)piperidine-4-carboxylate hydrochloride salt with ethyl 4-[3-(methanesulfonylamino-methyl)benzyl]piperidine-4-carboxylate hydrochloride salt, and 1-(4-cyanobenzyl)-5-chloromethylimidazole hydrochloride salt with 1-(4-cyanobenzyl)-5-chloromethyl-2-methylimidazole hydrochloride salt (Example 53, Step B). After column chromatography on silica gel, the free base obtained was triturated with anhydrous diethyl ether. The white solid precipitated was filtered, and residual solvent was removed under vacuum overnight to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06248756B1
Source datasetuspto-grants-2001_06
ORD IDord-5bef9783cac04f11a92f75df1646f015
Source noteuspto-grants-2001_06