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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 926049Generated: October 29, 2026

Dimethylformamide → Methyl 6-{propyl[(3-{[2-(trimethylsilyl)ethoxy]carbonyl}phenyl)sulfonyl]amino}nicotinate

https://huagongshe.com/reaction/926049

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant1-IodopropaneHCID 33643—
ReactantMethyl 6-{[(3-{[2-(trimethylsilyl)ethoxy]carbonyl}phenyl)sulfonyl]amino}nicotinateHCID 71238735—
SolventWaterHCID 962—
ProductMethyl 6-{propyl[(3-{[2-(trimethylsilyl)ethoxy]carbonyl}phenyl)sulfonyl]amino}nicotinateHCID 71238187—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a mixture of 500 mg of methyl 6-{[(3-{[2-(trimethylsilyl)ethoxy]carbonyl}phenyl)sulfonyl]amino}nicotinate and 10 mL of DMF were added 0.300 mL of 1-iodopropane and 400 mg of potassium carbonate, followed by stirring at 80° C. for 5 hours. The reaction mixture was left to stand to cool and then water was added thereto, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine, and then dried over magnesium sulfate. The solvent was evaporated under reduced pressure, and then the residue was purified by silica gel column chromatography (chloroform-ethyl acetate) to obtain 200 mg of a methyl 6-{propyl[(3-{[2-(trimethylsilyl)ethoxy]carbonyl}phenyl)sulfonyl]amino}nicotinate as a colorless oily substance. ESI+: 479

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09284295B2
Source datasetuspto-grants-2016_03
ORD IDord-9aae2aa85cc241c5a3ebe874f2942656
Source noteuspto-grants-2016_03