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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 605807Generated: October 27, 2026

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

https://huagongshe.com/reaction/605807

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 numberUS07915261B2
Source datasetuspto-grants-2011_03
ORD IDord-f88ff1aa04134fe08b150cf3e0e23abc
Source noteuspto-grants-2011_03