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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 348640Generated: October 30, 2026

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

https://huagongshe.com/reaction/348640

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 numberUS07176227B2
Source datasetuspto-grants-2007_02
ORD IDord-8b57dd2be1da4e6191a757dbd9019e9b
Source noteuspto-grants-2007_02