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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1259946Generated: November 1, 2026

Morpholine → HCID 58355214, compound

https://huagongshe.com/reaction/1259946

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantHCID 58355276HCID 58355276—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
ProductHCID 58355214HCID 58355214—

Reaction Conditions

Temperature50 °C

Reaction Steps

(3R,5S)-1-(tert-Butoxycarbonyl)-5-[{[7-fluoro-1-(4-methoxybutyl)-1H-benzimidazol-2-yl]carbonyl}(2-methylpropyl)amino]piperidine-3-carboxylic acid (207 mg), morpholine (87 μl), HOBt (40 mg) and triethylamine (210 μl) were dissolved in DMF (10 ml), WSC.HCl (180 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 dried over anhydrous magnesium sulfate and 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 (160 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466282B2
Source datasetuspto-grants-2013_06
ORD IDord-6ce41c8449584e13ba07b5760a73e435
Source noteuspto-grants-2013_06