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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1260112Generated: 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/1260112

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 numberUS08466282B2
Source datasetuspto-grants-2013_06
ORD IDord-8a391ed0621943aba77b15b2bab39a68
Source noteuspto-grants-2013_06