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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1372100Generated: November 3, 2026

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

https://huagongshe.com/reaction/1372100

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant1-(Chloroacetyl)-4-(4-fluorophenyl)piperazineHCID 1848511—
ReactantHCID 178439317HCID 178439317—
SolventEthyl acetate hexaneHCID 21226206—
Product2-{2-[4-(4-Fluoro-phenyl)-piperazin-1-yl]-2-oxo-ethyl}-3-propyl-2H-pyrazole-5-carboxylic acid ethyl esterHCID 58778055—

Reaction Steps

Protocol T was followed using 5-Propyl-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 white solid. 1H NMR (400 MHz, CDCl3): 6.94–7.0 (m, 2H), 6.82–6.90 (dd, 2H), 6.2 (s, 1H), 5.06 (s, 2H), 4.34–4.40 (q, 2H), 3.62–3.8 (m, 4H), 3.02–3.12 (m, 4H), 2.54–2.60 (t, 2H), 1.64–1.78 (m, 2H), 1.34–1.38 (t, 3H), 0.98–1.4 (t, 3H). 13C NMR (400 MHz, CDCl3): 165, 160, 156.4, 152.2, 146.6, 132.8, 118.4, 118.2, 115.8, 115.4, 113.2, 61, 53, 50.6, 50.2, 45.2, 42, 28, 21.8, 14.2, 14.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07157464B2
Source datasetuspto-grants-2007_01
ORD IDord-53e7065d1fe749139184d3df18a1e28f
Source noteuspto-grants-2007_01