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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1509508Generated: October 30, 2026

Cesium carbonate → HCID 58355516, compound

https://huagongshe.com/reaction/1509508

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantEthyl 3-bromopropionateHCID 68320—
Reactanttert-Butyl (3S,5R)-3-{(1H-benzimidazol-2-ylcarbonyl)(2-methylpropyl)amino)-5-(morpholin-4-ylcarbonyl)piperidine-1-carboxylateHCID 58355717—
SolventWaterHCID 962—
SolventDimethylacetamideHCID 31374—
ProductHCID 58355516HCID 5835551673.3%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of tert-butyl (3S,5R)-3-[(1H-benzimidazol-2-ylcarbonyl)(2-methylpropyl)amino]-5-(morpholin-4-ylcarbonyl)piperidine-1-carboxylate (257 mg) and ethyl 3-bromopropanoate (181 mg) in N,N-dimethylacetamide (5 ml) was added cesium carbonate (489 mg), and the mixture was stirred at 70° C. for 15 hr. Ethyl 3-bromopropanoate (181 mg) was added to the reaction mixture, and the mixture was further stirred at 70° C. for 5 hr. The reaction mixture was cooled to room temperature, diluted with water, and extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium 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 (6:4) was concentrated under reduced pressure to give the object product (225 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221836B2
Source datasetuspto-grants-2015_12
ORD IDord-895647838e1a4b2bbe831cfbc250a544
Source noteuspto-grants-2015_12