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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1372108Generated: October 27, 2026

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

https://huagongshe.com/reaction/1372108

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant1-(Chloroacetyl)-4-(4-fluorophenyl)piperazineHCID 1848511—
ReactantHCID 178470422HCID 178470422—
SolventEthyl acetate hexaneHCID 21226206—
Product4-Chloro-2-{2-[4-(4-fluoro-phenyl)-piperazin-1-yl]-2-oxo-ethyl}-5-methyl-2H-pyrazole-3-carboxylic acid ethyl esterHCID 58778032—

Reaction Steps

Protocol T was followed using 4-Chloro-5-methyl-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 white solid. 1H NMR (400 MHz, CDCl3): 6.94–7.1 (m, 2H), 6.84–6.88 (dd, 2H), 5.04 (s, 2H), 4.38–4.44 (q, 2H), 3.62–3.80 (m, 4H), 3.02–3.14 (m, 4H), 2.3 (s, 3H), 1.36–1.42 (t, 3H). 13C NMR (400 MHz, CDCl3): 182, 165, 119, 116.2, 116, 61.4, 52.3, 51, 50.8, 45.8, 42.6, 14.4, 10.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07157464B2
Source datasetuspto-grants-2007_01
ORD IDord-5a21ed986de84741b3959856aef25525
Source noteuspto-grants-2007_01