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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922084Generated: October 30, 2026

Nicotinic Acid → HCID 69811595, compound

https://huagongshe.com/reaction/922084

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNicotinic AcidHCID 938—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactanttert-Butyl {2-[(2-aminoethyl)(methyl)amino]ethyl}carbamateHCID 45092277—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
ProductHCID 69811595HCID 6981159530.3%

Reaction Steps

tert-Butyl 2-((2-aminoethyl)(methyl)amino)ethylcarbamate (400 mg, 1.84 mmol) was taken up in CH3CN (10 mL) along with nicotinic acid (227 mg, 1.84 mmol) and EDCI (353 mg, 2.02 mmol). The resulting reaction mixture was stirred at room temperature for 18 h and then diluted with EtOAc. The organic layer was washed with saturated aqueous NaHCO3, brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (5% MeOH—CH2Cl2) to afford tert-butyl 2-(methyl(2-(nicotinamido)ethyl)amino)ethylcarbamate (180 mg, 30%). MS calculated for C16H26N4O3: 322.2. found: [M+H]+ 323.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278136B2
Source datasetuspto-grants-2016_03
ORD IDord-5dd28db3e5ad4463af61dd47215389e1
Source noteuspto-grants-2016_03