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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1777358Generated: November 1, 2026

Potassium Carbonate → 4-Methyl-1-{4-[5-(3-chloro-4-cyclohexylphenyl)-[1,2,4]-oxadiazol-3-yl]benzyl}piperidine-4-carboxylic acid ethyl ester

https://huagongshe.com/reaction/1777358

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 4-methylpiperidine-4-carboxylateHCID 19361805—
Reactant5-(3-Chloro-4-cyclohexylphenyl)-3-(4-(chloromethyl)phenyl)-1,2,4-oxadiazoleHCID 86715142—
SolventDimethylformamideHCID 6228—
Product4-Methyl-1-{4-[5-(3-chloro-4-cyclohexylphenyl)-[1,2,4]-oxadiazol-3-yl]benzyl}piperidine-4-carboxylic acid ethyl esterHCID 70873197—

Reaction Conditions

Temperature67.5 °C

Reaction Steps

Potassium carbonate (0.16 g, 0.0012 mol) and 4-methylpiperidine-4-carboxylic acid ethyl ester (0.21 g, 0.0012 mol) are added to a solution of 5-(3-chloro-4-cyclohexylphenyl)-3-(4-chloromethylphenyl)-[1,2,4]-oxadiazole (0.3 g, 0.00077 mol) in N,N-dimethylformamide 15 mL). The reaction mixture is heated at 65-70° C. for 2 hrs. Removal of solvent gives a crude residue which is purified by column chromatography (silica gel 230-400 mesh, ethyl acetate:toluene, 1:4) to give 4-methyl-1-{4-[5-(3-chloro-4-cyclohexylphenyl)-[1,2,4]-oxadiazol-3-yl]benzyl}piperidine-4-carboxylic acid ethyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266867B2
Source datasetuspto-grants-2016_02
ORD IDord-c2aeba9ccca448e4822a33b4ebf3b7e3
Source noteuspto-grants-2016_02