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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 348644Generated: October 25, 2026

Sodium Hydroxide → N-[4-[(dipropylamino)methyl]phenyl]-4-[[1H-imidazol-2-ylmethyl(3-isoquinolylmethyl)amino]methyl]benzamide

https://huagongshe.com/reaction/348644

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantIsoquinoline-3-carboxaldehydeHCID 231555—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantN-[4-(dipropylamino)phenyl]-4-[(1H-imidazol-2-ylmethylamino)methyl]benzamideHCID 21084514—
SolventAcetic AcidHCID 176—
SolventMethanolHCID 887—
ProductN-[4-[(dipropylamino)methyl]phenyl]-4-[[1H-imidazol-2-ylmethyl(3-isoquinolylmethyl)amino]methyl]benzamideHCID 10257239—

Reaction Steps

The compound (53.9 mg) obtained in Example 47-3 was dissolved in methanol (2.0 ml) and then added with the compound (20.2 mg) obtained in Example 47-1 and sodium cyanoborohydride (12.8 mg). Then, the solution was adjusted to pH 5 with acetic acid and then stirred at room temperature for 14 hours. After completion of the reaction, a 1 mol/l sodium hydroxide aqueous solution was added to the reaction solution, followed by separation/extraction with chloroform. The organic layer was dried with anhydrous sodium sulfate and the solvent was then distilled off. The residue was purified through silica gel column chromatography (chloroform/ethyl acetate) and then treated with hydrochloric acid, thereby obtaining hydrochloride (10.1 mg) of the subject compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07176227B2
Source datasetuspto-grants-2007_02
ORD IDord-41cb93a5c4d34b7ebe5e100eec4cc5a7
Source noteuspto-grants-2007_02