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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59565Generated: October 28, 2026

Trifluoroacetic acid → 6-(Difluoromethyl)-5-(5-oxo-1-(4-(trifluoromethyl)phenyl)-4,5-dihydro-1H-1,2,4-triazol-3-yl)nicotinonitrile

https://huagongshe.com/reaction/59565

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant5-Cyano-2-(difluoromethyl)nicotinoyl isocyanateHCID 90019224—
Reactanttert-Butyl 2-(4-(trifluoromethyl)phenyl)hydrazinecarboxylateHCID 90019516—
SolventDichloromethaneHCID 6344—
Product6-(Difluoromethyl)-5-(5-oxo-1-(4-(trifluoromethyl)phenyl)-4,5-dihydro-1H-1,2,4-triazol-3-yl)nicotinonitrileHCID 13649237622.8%

Reaction Steps

The title compound was prepared by following the procedure as described in Example-83 by using 5-cyano-2-(difluoromethyl)nicotinoyl isocyanate (Intermediate-145, 0.900 g, 4.03 mmol), tert-butyl 2-(4-(trifluoromethyl)phenyl)hydrazinecarboxylate (Intermediate-53, 1.0 g, 163 mmol), TFA (10 mL), DCM (40 mL) to afford 0.350 g of the desired product. 1H NMR (300 MHz, DMSO d6): δ 7.45-7.56 (t, J=53.4 Hz, 1H), 7.90 (d, J=9.3 Hz, 2H), 8.20 (d, J=8.7 Hz, 2H), 8.77 (s, 1H), 9.32 (s, 1H), 13.01 (s, 1H); MS (m/z): 382.15 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09439890B2
Source datasetuspto-grants-2016_09
ORD IDord-d4436a58d46544d0b1bab30791c29e75
Source noteuspto-grants-2016_09