Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1901354Generated: November 2, 2026

Ethyl bromoacetate → HCID 57148517, compound

https://huagongshe.com/reaction/1901354

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromoacetateHCID 7748—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
Reactant2-[4-[((3S)-1-tert-butoxycarbonyl-3-pyrrolidinyl)oxy]phenyl]-3-(6-cyano-2-indolyl)propanolHCID 57029333—
SolventDimethylformamideHCID 6228—
ProductHCID 57148517HCID 57148517—

Reaction Steps

2.0 g of 2-[4-[((3S)-1-tert-butoxycarbonyl-3-pyrrolidinyl)oxy]phenyl]-3-(6-cyano-2-indolyl)propanol was dissolved in 30 ml of N,N-dimethylformamide. 280 mg of 60% sodium hydride was added to the above solution while stirring under ice cooling, and the stirring was continued for 20 minutes at the same temperature. The resulting reaction solution was mixed with 0.5 ml of ethyl bromoacetate, and the mixture was stirred for 1 hour. The thus treated reaction solution was mixed with an aqueous solution of ammonium chloride, extracted with a toluene/ethyl acetate mixture, washed with water, and then dried. After distilling off the solvent, the resulting residue was purified by subjecting it to silica gel column chromatography using a dichloromethane/acetone mixture as an elution solvent. In this way, 1.5 g of the title compound was obtained in a viscous and oily form.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05576343
Source datasetuspto-grants-1996_11
ORD IDord-b2be6d7d03004031b47b5e8c3a936fb4
Source noteuspto-grants-1996_11