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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1184191Generated: October 31, 2026

Methyl iodide → HCID 58355375, compound

https://huagongshe.com/reaction/1184191

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantCesium carbonateHCID 10796—
Reactanttert-Butyl (3S,5R)-3-{(1H-benzimidazol-2-ylcarbonyl)(2-methylpropyl)amino)-5-(morpholin-4-ylcarbonyl)piperidine-1-carboxylateHCID 58355717—
SolventDimethylformamideHCID 6228—
ProductHCID 58355375HCID 5835537587.4%

Reaction Steps

tert-Butyl(3S, 5R)-3-{(1H-benzimidazol-2-ylcarbonyl)(2-methylpropyl)amino}-5-(morpholin-4-ylcarbonyl)piperidine-1-carboxylate (205 mg) was dissolved in dimethylformamide (5 ml), methyl iodide (75 μl) and cesium carbonate (391 mg) were added and the mixture was stirred at room temperature for 2 hr. The reaction mixture was concentrated under reduced pressure, diluted with aqueous sodium bicarbonate, and the mixture was 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 chromatography, and a fraction eluted with ethyl acetate-hexane (6:4) was concentrated under reduced pressure to give the object product (184 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08664380B2
Source datasetuspto-grants-2014_03
ORD IDord-98bb457483b842e4b444fa24073d1ac3
Source noteuspto-grants-2014_03