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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2079833Generated: October 30, 2026

Cyanuric chloride → 4-(4-Methyl-5-(2-(trifluoromethyl)phenyl)-4H-1,2,4-triazol-3-yl)bicyclo[2.2.2]octane-1-carbonitrile

https://huagongshe.com/reaction/2079833

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyanuric chlorideHCID 7954—
Reactant4-(4-Methyl-5-(2-(trifluoromethyl)phenyl)-4H-1,2,4-triazol-3-yl)bicyclo[2.2.2]octane-1-carboxamideHCID 20755040—
SolventDimethylformamideHCID 6228—
Product4-(4-Methyl-5-(2-(trifluoromethyl)phenyl)-4H-1,2,4-triazol-3-yl)bicyclo[2.2.2]octane-1-carbonitrileHCID 67119415—

Reaction Steps

A solution of carboxamide 1-E (0.64 g, 1.7 mmol) and cyanuric chloride (0.47 g, 2.53 mmol) in DMF (15 ml) was stirred at room temperature under a nitrogen atmosphere. After 2 h, DMF was removed in vacuo and the solid was redissolved in methylene chloride (100 ml). This solution was washed with saturated aqueous sodium bicarbonate and brine, dried (Na2SO4), and stripped to give 1-F as a pale yellow solid. MS (ESI+)=361.3 (M+1); 1H NMR (500 MHz, CDCl3): δ2.15 (6H, m), 2.22 (6H, m), 3.47 (3H, s), 7.51 (1H, m), 7.72 (2H, m), 7.87 (1H, m) ppm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07932280B2
Source datasetuspto-grants-2011_04
ORD IDord-d486b7b5c3654a1080e6ba309932da2c
Source noteuspto-grants-2011_04