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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1173892Generated: November 2, 2026

Sodium Hydroxide → (4-{[bis(1H-imidazol-2-ylmethyl)-amino]-methyl)-benzyl)-(4-dipropylaminomethylphenyl)-amine

https://huagongshe.com/reaction/1173892

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant1H-imidazole-2-carbaldehydeHCID 24955—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant(4-dipropylaminomethylphenyl)-(4-{[(1H-imidazol-2-ylmethyl)amino]methyl}benzyl)-amineHCID 21084473—
SolventAcetic AcidHCID 176—
SolventMethanolHCID 887—
Product(4-{[bis(1H-imidazol-2-ylmethyl)-amino]-methyl)-benzyl)-(4-dipropylaminomethylphenyl)-amineHCID 10028354—

Reaction Steps

The compound (199 mg) obtained in Example 43-1 was dissolved in methanol (6 ml) and then added with 2-imidazole carboxaldehyde (57.1 mg) and sodium cyanoborohydride (65.4 mg). The reaction solution was adjusted to pH 5 with the addition of acetic acid, followed by stirring at room temperature for 14 hours. The reaction solution was added with a 1 mol/l sodium hydroxide aqueous solution and then extracted with chloroform. Then, the organic layer was washed with saturated saline solution and dried with anhydrous sodium sulfate. After the solvent had been distilled off, the residue obtained was purified through silica gel column chromatography (chloroform/methanol) and treated with hydrochloric acid, thereby obtaining hydrochloride (231 mg) of the subject compound as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07833991B2
Source datasetuspto-grants-2010_11
ORD IDord-e6bc99d1bf0d4d6a8b60edaae4d7107d
Source noteuspto-grants-2010_11