Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 361922Generated: October 31, 2026

Ethyl bromoacetate → HCID 57148517, compound

https://huagongshe.com/reaction/361922

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 numberUS05866577
Source datasetuspto-grants-1999_02
ORD IDord-e21447e8e65749169deb7e19afafd7ef
Source noteuspto-grants-1999_02