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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591476Generated: October 31, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → Ethyl N-((6-((2,4-dichlorobenzyl)oxy)-1-benzothiophen-3-yl)acetyl)glycinate

https://huagongshe.com/reaction/591476

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantGlycine ethyl ester, hydrochlorideHCID 2723640—
Reactant(6-((2,4-Dichlorobenzyl)oxy)-1-benzothiophen-3-yl)acetic acidHCID 89767783—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
SolventSodium BicarbonateHCID 516892—
ProductEthyl N-((6-((2,4-dichlorobenzyl)oxy)-1-benzothiophen-3-yl)acetyl)glycinateHCID 8976779385.5%

Reaction Steps

To a mixture of (6-((2,4-dichlorobenzyl)oxy)-1-benzothiophen-3-yl)acetic acid (150 mg) in DMF (dry) (3.0 mL) were added ethyl 2-aminoacetate hydrochloride (57.0 mg), HOBt (71.7 mg), EDCI (102 mg) and triethylamine (0.171 mL). The mixture was stirred at room temperature for 17 h. The mixture was diluted with saturated aqueous NaHCO3 and water. The mixture was extracted with EtOAc. The combined organic layer was washed successively with water and brine, dried over MgSO4, filtered and concentrated in vacuo. The residue was washed with hexane to give the title compound (158 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238639B2
Source datasetuspto-grants-2016_01
ORD IDord-adb28dc506054ce58ed7089073cf0241
Source noteuspto-grants-2016_01