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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59485Generated: October 27, 2026

Ethyl Bromide → 1-(4-((3-Chloro-2-fluorophenyl)ethynyl)phenyl)-3-(2-chloro-6-fluorophenyl)-4-ethyl-1H-1,2,4-triazol-5(4H)-one

https://huagongshe.com/reaction/59485

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl BromideHCID 6332—
ReactantSodium hydrideHCID 24758—
Reactant1-(4-((3-Chloro-2-fluorophenyl)ethynyl)phenyl)-3-(2-chloro-6-fluorophenyl)-1H-1,2,4-triazol-5(4H)-oneHCID 136492427—
SolventDimethylformamideHCID 6228—
Product1-(4-((3-Chloro-2-fluorophenyl)ethynyl)phenyl)-3-(2-chloro-6-fluorophenyl)-4-ethyl-1H-1,2,4-triazol-5(4H)-oneHCID 90026341—

Reaction Steps

The title compound was prepared by following the procedure as described for Intermediate-41 by using 1-(4-((3-chloro-2-fluorophenyl)ethynyl)phenyl)-3-(2-chloro-6-fluorophenyl)-1H-1,2,4-triazol-5(4H)-one (Example-12, 0.070 g, 0.15 mmol), dry DMF (3 mL), NaH (0.010 g, 0.23 mmol) and ethyl bromide (0.026 g, 0.23 mmol) to afford 0.030 g of the crude product which was purified by column chromatography in basic alumina eluting with 0.2% methanol:DCM to afford 0.030 g of pure product. 1H NMR (300 MHz, DMSO d6): δ 1.09 (t, 3H), 3.56 (m, 2H), 7.29 (t, 1H), 7.52-7.84 (m, 7H), 8.04 (d, J=8.1 Hz, 2H); MS (m/z): 470.06 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09439890B2
Source datasetuspto-grants-2016_09
ORD IDord-438830c3b08b461c92c88706ffd3255b
Source noteuspto-grants-2016_09