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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 869790Generated: October 30, 2026

Salicylic Acid → HCID 67110799, compound

https://huagongshe.com/reaction/869790

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSalicylic AcidHCID 338—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactanttert-Butyl {2-[(2-aminoethyl)(methyl)amino]ethyl}carbamateHCID 45092277—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
ProductHCID 67110799HCID 6711079949%

Reaction Steps

tert-Butyl 2-((2-aminoethyl)(methyl)amino)ethylcarbamate (500 mg, 2.3 mmol) was taken up in 10 mL of CH3CN along with salicylic acid (310 mg, 2.3 mmol) and EDCI (485 mg, 2.53 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 (Na2SO4) and concentrated under reduced pressure. The resulting residue was purified by chromatography (95% CH2Cl2, 5% MeOH) to afford 380 mg of tert-butyl 2-((2-(2-hydroxybenzamido)ethyl)(methyl)amino)ethylcarbamate (49% yield). MS (EI) calcd for C17H27N3O4: 337.2. found: 338 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969354B2
Source datasetuspto-grants-2015_03
ORD IDord-55597a318637436db0cf5a9261af1b13
Source noteuspto-grants-2015_03