Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 348600Generated: October 30, 2026

1-Hydroxybenzotriazole → 4-{[bis(1H-imidazol-2-ylmethyl)-amino]-methyl}-N-(4-dipropylaminomethylphenyl)-benzamide

https://huagongshe.com/reaction/348600

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantCarbodiimideHCID 160435—
Reactant4-Dipropylaminomethyl-anilineHCID 16777011—
Reactant4-[N,N-bis-(imidazol-2-ylmethyl)aminomethyl]-benzoic AcidHCID 66941911—
SolventDimethylformamideHCID 6228—
Product4-{[bis(1H-imidazol-2-ylmethyl)-amino]-methyl}-N-(4-dipropylaminomethylphenyl)-benzamideHCID 9983420—

Reaction Steps

The compound (57.2 mg) obtained in Example 19-2, the compound (106 mg) obtained in Example 2-2, and HOBt (162 mg) were dissolved in anhydrous DMF (2.5 ml) and then added with PS-carbodiimide (manufactured by Argonaut Technologies, Inc.) (419 mg), followed by stirring at room temperature for 12 hours. After completion of the reaction, the solution was filtrated and the solvent was then distilled off. The residue was dissolved in chloroform and then washed with 1 mol/l sodium hydroxide and saturated saline solution, followed by drying with anhydrous magnesium sulfate. The solvent was distilled off and the residue was then treated with hydrochloric acid. Subsequently, the residue was purified through silica gel column chromatography (chloroform/methanol/water), thereby obtaining hydrochloride (18.3 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-312296f3d98d4aa385316e73e1efc403
Source noteuspto-grants-2007_02