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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 270885Generated: October 26, 2026

Dimethylformamide → 1-{2-[4-(4-Fluoro-phenyl)-piperazin-1-yl]-2-oxo-ethyl}-1H-pyrazole-3,5-dicarboxylic acid diethyl ester

https://huagongshe.com/reaction/270885

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactantdiethyl 1H-pyrazole-3,5-dicarboxylateHCID 142184—
Reactant1-(Chloroacetyl)-4-(4-fluorophenyl)piperazineHCID 1848511—
SolventEthyl acetate hexaneHCID 21226206—
Product1-{2-[4-(4-Fluoro-phenyl)-piperazin-1-yl]-2-oxo-ethyl}-1H-pyrazole-3,5-dicarboxylic acid diethyl esterHCID 58778021—

Reaction Steps

Protocol T was followed using 1H-Pyrazole-3,5-dicarboxylic acid diethyl ester, K2CO3, 2-Chloro-1-[4-(4-fluoro-phenyl)-piperazin-1-yl]-ethanone and DMF. Column chromatography using a solvent mixture (hexane/ethyl acetate=1/1) afforded the title compound as a white solid. 1H NMR (400 MHz, CDCl3): 7.38 (s, 1H), 6.94-7.0 (m, 2H), 6.82-7.90 (dd, 2H), 5.54 (s, 2H), 4.36-4.42 (q, 2H), 4.26-4.32 (q, 2H), 3.60-3.80 (m, 4H), 3.02-3.20 (m, 4H), 1.22-1.42 (m, 6H). 13C NMR (400 MHz, CDCl3): 164.2, 162.2, 158.2, 157.4, 156.2, 148.5, 144.4, 134.2, 118.4, 116.2, 115.8, 114.2, 62, 61.8, 54.2, 50.6, 50.2, 45.2, 42.2, 14.6, 14.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07449576B1
Source datasetuspto-grants-2008_11
ORD IDord-36be0de1e6f446a8930a46861b91d4f7
Source noteuspto-grants-2008_11