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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 913332Generated: October 31, 2026

4-(4-Chloro-benzoylamino)-4-cyano-piperidine-1-carboxylic acid tert-butyl ester → 4-Chloro-N-(4-cyano-piperidin-4-yl)-benzamide hydrochloride

https://huagongshe.com/reaction/913332

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(4-Chloro-benzoylamino)-4-cyano-piperidine-1-carboxylic acid tert-butyl esterHCID 67402323—
SolventHydrochloric AcidHCID 313—
Solvent1,4-DioxaneHCID 31275—
Product4-Chloro-N-(4-cyano-piperidin-4-yl)-benzamide hydrochlorideHCID 67402081—

Reaction Steps

A solution of 4-(4-chloro-benzoylamino)-4-cyano-piperidine-1-carboxylic acid tert-butyl ester (0.23 g, 0.63 mmol) in 4 M HCl in dioxane (30 mL) was stirred at rt for 2 h. The solvent was removed under reduced pressure and the crude product used in the consecutive step without further purification assuming quantitative deprotection and formation of the hydrochloride salt. Note: The product is contaminated with some primary amide (partial hydrolysis of the nitrile). MS (ISP): 264.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08026365B2
Source datasetuspto-grants-2011_09
ORD IDord-679e30291c4047d0a5d21c0d70b76cb1
Source noteuspto-grants-2011_09