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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 344382Generated: October 25, 2026

Potassium Carbonate → 4-amino-5-chloro-N-(1-(6-(2,3-dihydro-1,3-dioxo-1H-isoindol-2-yl)hexyl)-piperidin-4-ylmethyl)-2-methoxybenzamide

https://huagongshe.com/reaction/344382

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant6-BromohexylphthalimideHCID 21930853—
Reactant4-Amino-5-chloro-2-methoxy-N-(piperidin-4-ylmethyl)benzamide hydrochlorideHCID 66780941—
SolventDimethylformamideHCID 6228—
Product4-amino-5-chloro-N-(1-(6-(2,3-dihydro-1,3-dioxo-1H-isoindol-2-yl)hexyl)-piperidin-4-ylmethyl)-2-methoxybenzamideHCID 5452067662.7%

Reaction Conditions

Temperature70 °C

Reaction Steps

4-Amino-5-chloro-2-methoxy-N-(piperidin-4-ylmethyl)benzamide hydrochloride (8.5 g) was dissolved in dimethylformamide (100 ml). Potassium carbonate (10.5 g) and 6-bromohexylphthalimide (7.2 g) were added, and the mixture was stirred at 70° C. for 16 hr. The reaction mixture was concentrated under reduced pressure and the residue 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 4.2 g of 4-amino-5-chloro-N-(1-(6-(2,3-dihydro-1,3-dioxo-1H-isoindol-2-yl)hexyl)-piperidin-4-ylmethyl)-2-methoxybenzamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05864039
Source datasetuspto-grants-1999_01
ORD IDord-b0302d1f48d04f79a5fc161d508661df
Source noteuspto-grants-1999_01