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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59523Generated: October 29, 2026

Trifluoroacetic acid → N-(4-chloro-3-(1-(4-chloro-3-fluorophenyl)-4,5-dihydro-5-oxo-1H-1,2,4-triazol-3-yl)benzyl)-2,2,2-trifluoroacetamide

https://huagongshe.com/reaction/59523

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant2-Chloro-5-((2,2,2-trifluoroacetamido)methyl)benzoyl isocyanateHCID 90019286—
Reactanttert-Butyl 2-(4-chloro-3-fluorophenyl)hydrazinecarboxylateHCID 90065779—
SolventDichloromethaneHCID 6344—
ProductN-(4-chloro-3-(1-(4-chloro-3-fluorophenyl)-4,5-dihydro-5-oxo-1H-1,2,4-triazol-3-yl)benzyl)-2,2,2-trifluoroacetamideHCID 13624604737,104.102%

Reaction Steps

The title compound was prepared according to the procedure described in Example-83 by using tert-butyl 2-(4-chloro-3-fluorophenyl)hydrazinecarboxylate (Intermediate-71, 0.828 g, 0.003 mmol), 2-chloro-5-((2,2,2-trifluoroacetamido)methyl)benzoyl isocyanate (step-3 of Intermediate-26, 1.3 g, 0.043 mmol), DCM (20 mL), trifluoro acetic acid (5.0 mL) to afford 0.500 g of the desired product. 1H NMR (300 MHz, DMSO d6): δ 4.45 (d, 2H), 7.48 (d, J=15.0 Hz, 1H), 7.68-7.83 (m, 3H), 7.85 (d, 1H), 7.99 (d, J=17.1 Hz, 1H), 10.08 (d, J=12.0 Hz, 1H), 12.73 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09439890B2
Source datasetuspto-grants-2016_09
ORD IDord-8aedc481a0214e938872d14038c28027
Source noteuspto-grants-2016_09