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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 843718Generated: October 30, 2026

Water → HCID 54105171, compound

https://huagongshe.com/reaction/843718

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl BromideHCID 6332—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 18734763HCID 18734763—
SolventDimethylformamideHCID 6228—
ProductHCID 54105171HCID 5410517157.8%

Reaction Steps

To a suspension of N-(3-pyridyl)-3(R)-(tert-butoxycarbonylamino)succinamic acid (1 g) and sodium hydrogen carbonate (0.54 g) in N,N-dimethylformamide (5 ml) was added to a solution of ethyl bromide (1.76 g) in N,N-dimethylformamide (5 ml). After stirring at room temperature for 4 days, the mixture was poured into water and extracted with ethyl acetate. The extract was washed with water and brine, and dried over MgSO4, and evaporated in vacuo. The residue was purified by column chromatography on silica gel eluting with (CHCl3:MeOH=100:1) to give N-(3-pyridyl)-3(R)-(tert-butoxycarbonylamino)succinamic acid ethyl ester (0.63 g) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06380215B1
Source datasetuspto-grants-2002_04
ORD IDord-4d8c59a179824a77956f6c5bb78b3c22
Source noteuspto-grants-2002_04