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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1173883Generated: October 26, 2026

Sodium Hydroxide → (4-{[bis(1H-imidazol-2-ylmethyl)-amino]-methyl}-phenyl)-[4-(1-propylbutyl)-piperazin-1-yl]-methanone

https://huagongshe.com/reaction/1173883

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant4-HeptanoneHCID 31246—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant(4-{[bis-(1H-imidazol-2-ylmethyl)-amino]-methyl}-phenyl)-piperazin-1-yl-methanoneHCID 21084462—
SolventAcetic AcidHCID 176—
SolventMethanolHCID 887—
SolventTriethylamineHCID 8471—
Product(4-{[bis(1H-imidazol-2-ylmethyl)-amino]-methyl}-phenyl)-[4-(1-propylbutyl)-piperazin-1-yl]-methanoneHCID 10344979—

Reaction Steps

The compound (57.7 mg) obtained in Example 32-2 was dissolved in methanol (1.73 ml) and then added with 4-heptanone (manufactured by Tokyo Kasei Kogyo Co., Ltd.) (30.7 μl), sodium cyanoborohydride (13.8 mg), and triethylamine (76.5 μl). The solution was adjusted to pH 5 with acetic acid and stirred at room temperature for 7 days. The reaction solution was added with a 1 mol/l sodium hydroxide aqueous solution and then the whole was separated and extracted with chloroform. The organic layer was dried with anhydrous sodium sulfate. The solvent was distilled off and the residue was then purified through silica gel column chromatography (chloroform/methanol) and treated with hydrochloric acid, thereby obtaining hydrochloride (27.7 mg) of the subject compound as a pale-yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07833991B2
Source datasetuspto-grants-2010_11
ORD IDord-c3bb52d9fe924e0abcada2fb1a6a212c
Source noteuspto-grants-2010_11