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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 344312Generated: November 1, 2026

Benzoic Acid → 4-amino-N-(1-(4-benzoylaminobutyl)piperidin-4-ylmethyl)-5-chloro-2-methoxybenzamide

https://huagongshe.com/reaction/344312

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoic AcidHCID 243—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant4-amino-N-(1-(4-aminobutyl)piperidin-4-ylmethyl)-5-chloro-2-methoxybenzamideHCID 54138878—
SolventDimethylformamideHCID 6228—
Product4-amino-N-(1-(4-benzoylaminobutyl)piperidin-4-ylmethyl)-5-chloro-2-methoxybenzamideHCID 1069581020.7%

Reaction Steps

4-Amino-N-(1-(4-aminobutyl)piperidin-4-ylmethyl)-5-chloro-2-methoxybenzamide (0.8 g) was dissolved in dimethylformamide (10 ml), and benzoic acid (0.25 g) and 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride (0.44 g) were added. The mixture was stirred at room temperature for 12 hr. The reaction mixture was concentrated under reduced pressure. Aqueous potassium carbonate solution was added to the residue and the mixture was extracted with ethyl acetate. The extract was dried over magnesium sulfate and concentrated under reduced pressure. The obtained residue was purified by silica gel chromatography to give 0.2 g of 4-amino-N-(1-(4-benzoylaminobutyl)piperidin-4-ylmethyl)-5-chloro-2-methoxybenzamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05864039
Source datasetuspto-grants-1999_01
ORD IDord-2ac0a2717cf243bdb177db2fa5b556f6
Source noteuspto-grants-1999_01