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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2080860Generated: November 2, 2026

3-Phenylprop-2-En-1-Ol → [(4-dipropylamino-butyl)-(4-[[(1H-imidazol-2-ylmethyl)-(1-methyl-1H-imidazol-2-ylmethyl)-amino]-methyl]-benzyl)-amino]-acetic acid cinnamyl ester

https://huagongshe.com/reaction/2080860

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Phenylprop-2-En-1-OlHCID 308—
ReactantHydrochloric AcidHCID 313—
Reactant[(4-dipropylamino-butyl)-(4-[[(1H-imidazol-2-ylmethyl)-(1-methyl-1H-imidazol-2-ylmethyl)-amino]-methyl]-benzyl)-amino]-acetic acidHCID 11540944—
SolventDimethylformamideHCID 6228—
Product[(4-dipropylamino-butyl)-(4-[[(1H-imidazol-2-ylmethyl)-(1-methyl-1H-imidazol-2-ylmethyl)-amino]-methyl]-benzyl)-amino]-acetic acid cinnamyl esterHCID 67103573—

Reaction Steps

The hydrochloride (203 mg) of the compound obtained in Example 65-1 was dissolved in DMF (3.0 ml) and added with cinnamyl alcohol (73.9 μl) and the whole was refluxed overnight under heating. After completion of the reaction, the solvent was distilled off. The resultant was dissolved in chloroform and added with a saturated aqueous sodium hydrogen carbonate solution and the whole was stirred for a while. The solution was subjected to extraction with chloroform and washed with a saturated saline solution. The organic layer was dried with anhydrous sodium sulfate. The solvent was distilled off. The residue was purified through silica gel column chromatography (chloroform/ethyl acetate) and treated with hydrochloric acid, thereby obtaining a hydrochloride (19.1 mg) of the subject compound as a brownish-red solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07932281B2
Source datasetuspto-grants-2011_04
ORD IDord-bd3c4d726a444673b43fbf70946171eb
Source noteuspto-grants-2011_04