Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2303526Generated: November 1, 2026

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

https://huagongshe.com/reaction/2303526

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 numberUS06433001B1
Source datasetuspto-grants-2002_08
ORD IDord-bc3b1060ea2b439cb7e2127be8e58622
Source noteuspto-grants-2002_08