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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 642350Generated: October 25, 2026

Potassium Carbonate → 2-Bromo-4-{[(2,4-dimethoxy-benzyl)-ethoxycarbonylmethyl-amino]-methyl}-thiazole-5-carboxylic acid ethyl ester

https://huagongshe.com/reaction/642350

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 2-(2,4-dimethoxybenzylamino)acetateHCID 19895532—
ReactantEthyl 2-bromo-4-(bromomethyl)thiazole-5-carboxylateHCID 68428140—
SolventDimethylformamideHCID 6228—
Product2-Bromo-4-{[(2,4-dimethoxy-benzyl)-ethoxycarbonylmethyl-amino]-methyl}-thiazole-5-carboxylic acid ethyl esterHCID 6842645496.3%

Reaction Steps

A mixture of 2-bromo-4-bromomethyl-thiazole-5-carboxylic acid ethyl ester (3.57 g, 10.91 mmole), (2,4-dimethoxy-benzylamino)-acetic acid ethyl ester (2.76 g, 10.91 mmole) and potassium carbonate (2.26 g, 16.36 mmole) in anhydrous dimethylformamide (25 ml) was stirred at room temperature for 17 h before it was quenched with water, extracted with ethyl acetate. The organic layer was washed with water, brine, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel with a gradient of ethyl acetate and hexanes to give the title compound as a yellow oil (5.27 g): MS: (+) m/z 523.11, 525.04 (M+Na+, 79Br/81Br)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696223B2
Source datasetuspto-grants-2010_04
ORD IDord-fae7eef44ad0426f9267d514938571af
Source noteuspto-grants-2010_04