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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1767963Generated: November 1, 2026

Ethyl bromoacetate → {3-Ethyl-5-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-indol-1-yl}-acetic acid ethyl ester

https://huagongshe.com/reaction/1767963

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromoacetateHCID 7748—
ReactantTetrahydrofuranHCID 8028—
ReactantCesium carbonateHCID 10796—
ReactantHydrate;hydrochlorideHCID 21885828—
Reactant5-({4-Methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}methoxy)-1H-indoleHCID 21949491—
SolventDiethyl EtherHCID 3283—
Product{3-Ethyl-5-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-indol-1-yl}-acetic acid ethyl esterHCID 6927966998%

Reaction Steps

A suspension of 5-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-1H-indole (485 mg, 1.16 mmol), cesium carbonate (1.38 g, 3.49 mmol) and ethyl bromoacetate (0.15 ml, 1.28 mmol) in THF (5 ml) was stirred for 1.5 h at ambient temperature. Diethyl ether and 1N HCl/water 1/1 were added. The ether phase was dried over sodium sulfate and concentrated under reduced pressure to give 635 mg (1.26 mmol, 98%) {3-ethyl-5-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-indol-1-yl}-acetic acid ethyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07235572B2
Source datasetuspto-grants-2007_06
ORD IDord-2ef9cd4b7fa64eef88b7934da5d7487e
Source noteuspto-grants-2007_06