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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 642334Generated: October 27, 2026

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

https://huagongshe.com/reaction/642334

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 2-(2,4-dimethoxybenzylamino)acetateHCID 19895532—
ReactantHCID 68428209HCID 68428209—
SolventDimethylformamideHCID 6228—
Product4-{[(2,4-Dimethoxy-benzyl)-ethoxycarbonylmethyl-amino]-methyl}-2-(4-phenoxy-phenyl)-thiazole-5-carboxylic acid ethyl esterHCID 6842861075.8%

Reaction Steps

A mixture of 4-bromomethyl-2-(4-phenoxy-phenyl)-thiazole-5-carboxylic acid ethyl ester (1.12 g, 2.68 mmole), (2,4-dimethoxy-benzylamino)-acetic acid ethyl ester (737 mg, 2.90 mmole) and potassium carbonate (555 mg, 4.03 mmole) in anhydrous dimethylformamide (8 ml) was stirred at room temperature for 20 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 (1.20 g). MS: (+) m/z 613.07 (M+Na+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696223B2
Source datasetuspto-grants-2010_04
ORD IDord-e9df3eb3eb2142d196f51bc3a47df335
Source noteuspto-grants-2010_04