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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 270892Generated: October 25, 2026

Dimethylformamide → 4-Chloro-5-(5-chloro-thiophen-2-yl)-2-{2-[4-(4-fluoro-phenyl)-piperazin-1-yl]-2-oxo-ethyl}-2H-pyrazole-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/270892

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant1-(Chloroacetyl)-4-(4-fluorophenyl)piperazineHCID 1848511—
ReactantHCID 178470415HCID 178470415—
SolventEthyl acetate hexaneHCID 21226206—
Product4-Chloro-5-(5-chloro-thiophen-2-yl)-2-{2-[4-(4-fluoro-phenyl)-piperazin-1-yl]-2-oxo-ethyl}-2H-pyrazole-3-carboxylic acid ethyl esterHCID 58778016—

Reaction Steps

Protocol T was followed using 4-Chloro-5-(5-chloro-thiophen-2-yl)-2H-pyrazole-3-carboxylic acid ethyl ester, K2CO3, 2-Chloro-1-[4-(4-fluoro-phenyl)-piperazin-1-yl]-ethanone and DMF. Column chromatography using a solvent mixture (hexane/ethyl acetate=2/3) afforded the title compound as a yellow solid. 1H NMR (400 MHz, CDCl3): 7.46-7.48 (m, 1H), 6.94-7.1 (m, 2H), 6.84-6.92 (m, 3H), 5.4 (s, 2H), 4.34-4.4 (q, 2H), 3.62-3.81 (m, 4H), 3.04-3.24 (m, 4H), 1.36-1.44 (m, 3H). MS (ES) M+H) expected=511.41, found 511.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07449576B1
Source datasetuspto-grants-2008_11
ORD IDord-5d04f624113e4becaa9b551f594032d7
Source noteuspto-grants-2008_11