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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1257343Generated: November 2, 2026

Hydrochloric Acid → 1-{[4-(3-acetylphenyl)-1,3-thiazol-2-yl]methyl}-1H-pyrazole-4-carboxylic acid

https://huagongshe.com/reaction/1257343

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactantethyl 1-{[4-(3-acetylphenyl)-1,3-thiazol-2-yl]methyl}-1H-pyrazole-4-carboxylateHCID 58127487—
SolventTetrahydrofuran ethanolHCID 21873804—
SolventSodium chloride; waterHCID 57417360—
Product1-{[4-(3-acetylphenyl)-1,3-thiazol-2-yl]methyl}-1H-pyrazole-4-carboxylic acidHCID 5812789584%

Reaction Steps

To a mixed solution of the compound (188 mg, 0.53 mmol) obtained in Example 30d in ethanol-tetrahydrofuran (v/v=2/1) was added 2N aqueous sodium hydroxide solution (1.5 mL, 3.0 mmol), and the mixture was stirred at room temperature overnight. The reaction mixture was neutralized with 1N aqueous hydrochloric acid solution, saturated brine was added, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The obtained crude product was purified by recrystallization (ethyl acetate-hexane) to give the title compound (145 mg, 84%) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08461348B2
Source datasetuspto-grants-2013_06
ORD IDord-616ff89e8b924bf7ab0e39fe3f9eb6d6
Source noteuspto-grants-2013_06