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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1372118Generated: November 1, 2026

Dimethylformamide → 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/1372118

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant1-(Chloroacetyl)-4-(4-fluorophenyl)piperazineHCID 1848511—
ReactantHCID 178469061HCID 178469061—
SolventEthyl acetate hexaneHCID 21226206—
Product2-{2-[4-(4-Fluoro-phenyl)-piperazin-1-yl]-2-oxo-ethyl}-5-methyl-2H-pyrazole-3-carboxylic acid ethyl esterHCID 58778017—

Reaction Steps

Protocol T was followed using 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=1/1) afforded the title compound as a white solid. 1H NMR (400 MHz, CDCl3): 6.94–7.0 (m, 2H), 6.84–6.88 (dd, 2H), 6.58 (s, 1H), 5.04 (s, 2H), 4.3–4.38 (q, 2H), 3.62–3.80 (m, 4H), 3.02–3.14 (m, 4H), 2.3 (s, 3H), 1.32–1.38 (t, 3H). 13C NMR (400 MHz, CDCl3): 180, 165, 119, 116.2, 116, 109, 61.8, 52, 51.5, 50.8, 45.8, 42.6, 14.4, 10.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07157464B2
Source datasetuspto-grants-2007_01
ORD IDord-1f794aa1d2bd4b68b4c33e7abfb01db2
Source noteuspto-grants-2007_01