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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 925277Generated: October 30, 2026

Potassium Carbonate → 4-[[3,3-Difluoro-3-(4-fluorophenyl)-propyl]sulfanyl]-2-methyl-thiazole-5-carboxylic acid ethyl ester

https://huagongshe.com/reaction/925277

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 2-methyl-4-sulfanyl-1,3-thiazole-5-carboxylateHCID 15077130—
Reactant1-(3-Bromo-1,1-difluoropropyl)-4-fluorobenzeneHCID 67133822—
SolventAcetoneHCID 180—
Product4-[[3,3-Difluoro-3-(4-fluorophenyl)-propyl]sulfanyl]-2-methyl-thiazole-5-carboxylic acid ethyl esterHCID 8672017156%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of give 4-mercapto-2-methyl-thiazole-5-carboxylic acid ethyl ester (0.58 g, 2.83 mmol) in acetone (10 ml) are added 1-(3-bromo-1,1-difluoro-propyl)-4-fluoro-benzene (synthesized according to the methods described in sections a) to e) of example 1) (0.72 g, 2.83 mmol) and potassium carbonate (0.78 g, 5.66 mmol) an the mixture is heated at 80° C. for 16 h. Acetone is evaporated, diluted with water (40 ml) and extracted with EtOAc (3×30 ml). The crude product is purified by column chromatography (silica gel, 10% EtOAc/hexane) yielding 4-[[3,3-difluoro-3-(4-fluorophenyl)-propyl]sulfanyl]-2-methyl-thiazole-5-carboxylic acid ethyl ester (0.6 g, 1.6 mmol, 56%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09284286B2
Source datasetuspto-grants-2016_03
ORD IDord-70b467d4f7d1439c82e361e80e93ca53
Source noteuspto-grants-2016_03