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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1257341Generated: October 31, 2026

Water → ethyl 1-[(4-bromo-1,3-thiazol-2-yl)methyl]-1H-pyrazole-4-carboxylate

https://huagongshe.com/reaction/1257341

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactantethyl 1H-pyrazole-4-carboxylateHCID 142179—
Reactant4-Bromo-2-(chloromethyl)-1,3-thiazoleHCID 58127961—
SolventDimethylformamideHCID 6228—
Productethyl 1-[(4-bromo-1,3-thiazol-2-yl)methyl]-1H-pyrazole-4-carboxylateHCID 5812789266%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution (4 mL) of the compound (1.57 g, 7.39 mmol) obtained in Example 30b in N,N-dimethylformamide were added ethyl 1H-pyrazole-4-carboxylate (1.3 g, 9.28 mmol) and potassium carbonate (1.5 g, 10.9 mmol), and the mixture was stirred at 80° C. overnight. The reaction mixture was allowed to cool to room temperature, water was added and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with water and saturated brine and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The obtained crude product was purified by column chromatography (hexane-hexane/ethyl acetate=70/30) to give the title compound (1.51 g, 66%) as a pale-brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08461348B2
Source datasetuspto-grants-2013_06
ORD IDord-8fb6c95600394397a71530674883142d
Source noteuspto-grants-2013_06