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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1504748Generated: October 31, 2026

Indomethacin → HCID 67427091, compound

https://huagongshe.com/reaction/1504748

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIndomethacinHCID 3715—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactanttert-Butyl [2-(2-aminoethoxy)ethyl]carbamateHCID 12106198—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
ProductHCID 67427091HCID 6742709178%

Reaction Steps

tert-Butyl 2-(2-aminoethoxy)ethylcarbamate (150 mg, 0.735 mmol) was then taken up in CH3CN (10 mL) along with indomethacin (263 mg, 0.735 mmol) and EDCI (155 mg, 0.81 mmol). The resulting reaction mixture was stirred at room temperature for 18 h. It was then diluted with EtOAc (20 mL), washed with saturated aqueous NaHCO3, brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (9:1 CH2Cl2/MeOH) to afford 310 mg of tert-butyl 2-(2-(2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)acetamido)ethoxy)ethylcarbamate (78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09216224B2
Source datasetuspto-grants-2015_12
ORD IDord-e3a01a9193fe4e6ba5c9ca4521cffef2
Source noteuspto-grants-2015_12