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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2074313Generated: October 29, 2026

Acetonitrile → Methyl 5-({[4-(2-{3-[(aminocarbonyl)amino]phenyl}ethyl)-1-piperidyl]carbonyl}oxy)nicotinate

https://huagongshe.com/reaction/2074313

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantMethyl 5-{[(4-nitrophenoxy)carbonyl]oxy}nicotinateHCID 57421835—
Reactant1-{3-[2-(4-Piperidinyl)ethyl]phenyl}urea hydrochlorideHCID 57421838—
SolventEthyl AcetateHCID 8857—
ProductMethyl 5-({[4-(2-{3-[(aminocarbonyl)amino]phenyl}ethyl)-1-piperidyl]carbonyl}oxy)nicotinateHCID 5750776865.8%

Reaction Steps

Methyl 5-{[(4-nitrophenoxy)carbonyl]oxy}nicotinate (228 mg) was added to an acetonitrile (5 ml) solution of 1-{3-[2-(4-piperidinyl)ethyl]phenyl}urea hydrochloride (185 mg) and TEA (0.2 ml), followed by stirring overnight at room temperature. The reaction liquid was diluted with EtOAc, washed with aqueous saturated sodium hydrogencarbonate solution and saturated brine in that order, and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the resulting residue was purified by silica gel column chromatography (eluent: chloroform:methanol=10:1 (v/v)) to obtain methyl 5-({[4-(2-{3-[(aminocarbonyl)amino]phenyl}ethyl)-1-piperidyl]carbonyl}oxy)nicotinate (183 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07919495B2
Source datasetuspto-grants-2011_04
ORD IDord-360588ceb7a9451abae5ca8050817822
Source noteuspto-grants-2011_04