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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 348643Generated: October 28, 2026

Acetic Acid → N-(4-dipropylaminobutyl)-4-{[(1H-imidazol-2-ylmethyl)-(6-methylpyridin-2-yl-methyl)-amino]-methyl}-benzamide

https://huagongshe.com/reaction/348643

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantMethanolHCID 887—
Reactant6-Methyl-2-pyridinecarboxaldehydeHCID 70737—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant[N-(1H-imidazol-2-ylmethyl)amino]methyl-N-(4-dipropylaminobutyl)benzamideHCID 86599830—
ProductN-(4-dipropylaminobutyl)-4-{[(1H-imidazol-2-ylmethyl)-(6-methylpyridin-2-yl-methyl)-amino]-methyl}-benzamideHCID 10390883—

Reaction Steps

The compound (44.3 mg) obtained in Example 1-4 was dissolved in methanol (1.0 ml) and then added with 6-methylpyridine-2-carboxaldehyde (20.7 mg) and sodium cyanoborohydride (10.7 mg). The solution was adjusted to about pH 5 with acetic acid and then stirred at room temperature for 15 hours. After completion of the reaction, the solvent was distilled off and the residue was then dissolved in chloroform, followed by washing with a 1 mol/l sodium hydroxide aqueous solution and saturated saline solution and drying with anhydrous sodium sulfate. The solvent was distilled off and the residue was then purified through silica gel column chromatography (chloroform/methanol/water), thereby obtaining the subject compound (9.9 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07176227B2
Source datasetuspto-grants-2007_02
ORD IDord-36297dc20033451e88941f46c629101b
Source noteuspto-grants-2007_02