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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1509466Generated: November 1, 2026

Piperidine → HCID 58355427, compound

https://huagongshe.com/reaction/1509466

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantHCID 58355313HCID 58355313—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
ProductHCID 58355427HCID 58355427—

Reaction Conditions

Temperature50 °C

Reaction Steps

(3R,5S)-1-(tert-Butoxycarbonyl)-5-{{{4-methoxy-1-(4-methoxybutyl)-1H-benzimidazol-2-yl}carbonyl}(2-methylpropyl)amino}piperidine-3-carboxylic acid (205 mg), piperidine (69 μl), HOBt (40 mg) and triethylamine (140 μl) were dissolved in DMF (10 ml), WSC.HCl (134 mg) was added, and the mixture was stirred at 50° C. for 1 hr. The reaction mixture was concentrated under reduced pressure, diluted with saturated aqueous sodium hydrogen carbonate, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was subjected to silica gel column chromatography, and a fraction eluted with ethyl acetate-hexane (1:9)-ethyl acetate was concentrated under reduced pressure to give the object product (65 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221836B2
Source datasetuspto-grants-2015_12
ORD IDord-0436eb488fc248b4a3ca8a7066fff964
Source noteuspto-grants-2015_12