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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2363201Generated: October 30, 2026

Sodium Carbonate → 2-(4-Trifluoromethyl-phenyl)-thiazole-5-carboxylic acid ethyl ester

https://huagongshe.com/reaction/2363201

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-(Trifluoromethyl)phenylboronic acidHCID 2734389—
ReactantEthyl 2-bromothiazole-5-carboxylateHCID 3614103—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product2-(4-Trifluoromethyl-phenyl)-thiazole-5-carboxylic acid ethyl esterHCID 2105124935.7%

Reaction Steps

To a solution of ethyl 2-bromothiazole-5-carboxylate (39 μl, 0.26 mmol) in toluene (2 mL) were added 4-(trifluoromethyl)phenylboronic acid (60 mg, 0.32 mmol), 2M Na2CO3(390 μl, 0.78 mmol), and catalytic amounts of Pd(PPh3)4 (61 mg, 0.05 mmol). The reaction mixture was refluxed for 6 hrs, diluted with water and extracted with EtOAc. The extracts were washed with brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The crude residue was purified by column chromatography on silica gel (EtOAc/n-Hex=1:5) to give title compound (28 mg, 30%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691855B2
Source datasetuspto-grants-2014_04
ORD IDord-bce351a243e443da99061ca3bf0876e5
Source noteuspto-grants-2014_04