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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2407513Generated: October 29, 2026

Oxalyl chloride → 4-Chlorocarbonyl-1-{4-[5-(2-fluorobiphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]benzyl}-piperidine-4-carboxylic acid benzyl ester

https://huagongshe.com/reaction/2407513

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
Reactant1-{4-[5-(2-Fluorobiphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]benzyl}piperidine-4,4-dicarboxylic acid benzyl esterHCID 59509431—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product4-Chlorocarbonyl-1-{4-[5-(2-fluorobiphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]benzyl}-piperidine-4-carboxylic acid benzyl esterHCID 86646110—

Reaction Steps

To a stirred solution of 1-{4-[5-(2-fluorobiphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]benzyl}piperidine-4,4-dicarboxylic acid benzyl ester (0.8 g, 0.0014 mol) in dichloromethane (20 mL), oxalyl chloride (0.343 g, 0.0027 mol) is added slowly at 0-50 C. A few drops of N,N-dimethyl formamide is added into it. The reaction mixture is stirred at room temperature for 1.5 hrs. It is then concentrated under reduced pressure to get 4-chlorocarbonyl-1-{4-[5-(2-fluorobiphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]benzyl}piperidine-4-carboxylic acid benzyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809539B2
Source datasetuspto-grants-2014_08
ORD IDord-89ae0e5ad0a54f6b99a7a98e0f39a5e0
Source noteuspto-grants-2014_08