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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1173896Generated: October 26, 2026

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

https://huagongshe.com/reaction/1173896

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 numberUS07833991B2
Source datasetuspto-grants-2010_11
ORD IDord-3f579dad1bdb415daf6b719d9339c442
Source noteuspto-grants-2010_11