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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 3388Generated: October 29, 2026

Methyl bromoacetate → [[3-(Aminooxoacetyl)-2-ethyl-1-(phenylmethyl)-1H-indol-4-yl]amino]acetic acid methyl ester

https://huagongshe.com/reaction/3388

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl bromoacetateHCID 60984—
Reactant4-Amino-2-Ethyl-alpha-oxo-1-(phenylmethyl)-1H-indole-3-AcetamideHCID 10758122—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product[[3-(Aminooxoacetyl)-2-ethyl-1-(phenylmethyl)-1H-indol-4-yl]amino]acetic acid methyl esterHCID 1069196264%

Reaction Conditions

Temperature60 °C

Reaction Steps

Methyl bromoacetate (0.07 ml, 0.78 mmol) was added to 250 mg (0.78 mmol) of 4-Amino-2-Ethyl-α-oxo-1-(phenylmethyl)-1H-indole-3-Acetamide in 4 ml of DMF, stirred at 60° C. for 0.5 hour, and then at room temperature for 20 hours. The mixture was diluted with water and extracted with EtOAc. The EtOAC solution was washed with brine, dried over MgSO4, and evaporated in vacuo. The residue was chromatographed over silica gel eluting with Hexane/50 to 100% EtOAc to give 196 mg (64%) of [[3-(Aminooxoacetyl)-2-ethyl-1-(phenylmethyl)-1H-indol-4-yl]amino]acetic acid methyl ester melting at 188°-193° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05733923
Source datasetuspto-grants-1998_03
ORD IDord-e62040325e0347dba1d20052ff7e6f97
Source noteuspto-grants-1998_03