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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 443268Generated: 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/443268

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 numberUS05891889
Source datasetuspto-grants-1999_04
ORD IDord-b8e373ba3b7847d7b0e54ad9cff89780
Source noteuspto-grants-1999_04