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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 475025Generated: October 25, 2026

N-succinimidyl bromoacetate → 2-(1-(2-hydroxyethyl)-2,6-dioxopiperidin-3-yl)isoindolin-1,3-dione (S)-2-(2-bromoacetamido)-3-methylbutanoate

https://huagongshe.com/reaction/475025

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-succinimidyl bromoacetateHCID 3565210—
Reactant2-(1-(2-hydroxyethyl)-2,6-dioxopiperidin-3-yl)isoindolin-1,3-dione (S)-2-amino-3-methylbutanoateHCID 71082754—
SolventDichloromethaneHCID 6344—
Product2-(1-(2-hydroxyethyl)-2,6-dioxopiperidin-3-yl)isoindolin-1,3-dione (S)-2-(2-bromoacetamido)-3-methylbutanoateHCID 8661875156.1%

Reaction Steps

2-(1-(2-hydroxyethyl)-2,6-dioxopiperidin-3-yl)isoindolin-1,3-dione (S)-2-amino-3-methylbutanoate (1.8 g) was dissolved in DCM (20 mL). 2,5-Dioxopyrrolidinyl bromoacetate (1.04 g) was added to the mixture. The mixture was stirred with a magnetic stirrer at room temperature, and reacted overnight. The solvent was stripped in vacuo. White solid (1.3 g) was obtained after purification of the crude product on silica gel column (eluted with acetic ether:petroleum ether=1:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637545B2
Source datasetuspto-grants-2014_01
ORD IDord-37d55e7b07fe47bb92e5ea93f628599f
Source noteuspto-grants-2014_01