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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1006445Generated: October 30, 2026

Water → HCID 22671437, compound

https://huagongshe.com/reaction/1006445

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzyl BromideHCID 7498—
ReactantSodium hydrideHCID 24758—
ReactantHCID 10187197HCID 10187197—
SolventDimethylformamideHCID 6228—
ProductHCID 22671437HCID 2267143757%

Reaction Steps

The 1-[3-(4-diethylcarbamoylphenyl)-3-(3-methoxyphenyl)propyl]-4-(1,3-dihydro-2H-benzimidazol-2-on-1-yl)piperidine (50 mg) obtained in Example 1 was dissolved in N,N-dimethylformamide (1 ml), added with sodium hydride (60% in oil, 7.4 mg) and stirred at room temperature for 1.5 hours. The reaction mixture was added with benzyl bromide (22 μl) and further stirred at 60° C. for 2 hours. The reaction mixture was added with water (5 ml) and extracted twice with ethyl acetate (5 ml). The organic layer was washed with water (10 ml) and dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by preparative thin layer silica gel column chromatography (developing solvent: ethyl acetate:methanol=10:1) to obtain 33 mg of the title compound. Yield: 57%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06790854B2
Source datasetuspto-grants-2004_09
ORD IDord-b51dd9fa970142298efb8c0882bca80a
Source noteuspto-grants-2004_09