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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1184286Generated: November 1, 2026

Cesium carbonate → tert-butyl (3R,5S)-3-(morpholin-4-ylcarbonyl)-5-{[(2-nitrophenyl)sulfonyl](propyl)amino}piperidine-1-carboxylate

https://huagongshe.com/reaction/1184286

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1-IodopropaneHCID 33643—
Reactanttert-butyl (3R,5S)-3-(morpholin-4-ylcarbonyl)-5-{[(2-nitrophenyl)sulfonyl]amino}piperidine-1-carboxylateHCID 58355237—
SolventWaterHCID 962—
SolventDimethylacetamideHCID 31374—
Producttert-butyl (3R,5S)-3-(morpholin-4-ylcarbonyl)-5-{[(2-nitrophenyl)sulfonyl](propyl)amino}piperidine-1-carboxylateHCID 58355213—

Reaction Conditions

Temperature60 °C

Reaction Steps

tert-Butyl (3R,5S)-3-(morpholin-4-ylcarbonyl)-5-{[(2-nitrophenyl)sulfonyl]amino}piperidine-1-carboxylate (4.68 g) was dissolved in DMA (20 ml), cesium carbonate (9.18 g) and 1-iodopropane (1.83 ml) were added, and the mixture was stirred at 60° C. for 4 hr. The reaction mixture was diluted with water, and extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, and a fraction eluted with ethyl acetate-hexane (3:7-10:0) was concentrated under reduced pressure to give the object product (4.02 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08664380B2
Source datasetuspto-grants-2014_03
ORD IDord-8fae6b9e09b7425cb13d77b6ae6d286b
Source noteuspto-grants-2014_03