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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2368018Generated: November 1, 2026

Potassium Carbonate → HCID 58044589, compound

https://huagongshe.com/reaction/2368018

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-(Trifluoromethoxy)phenylboronic acidHCID 2734386—
Reactant6-bromo-2H,3H-[1,2,4]triazolo[4,3-a]pyridin-3-oneHCID 12040798—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
ProductHCID 58044589HCID 58044589—

Reaction Conditions

Temperature95 °C

Reaction Steps

A mixture of 6.4 g 6-bromo-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one (31.3 mmol), 12.4 g 4-(trifluoromethoxy)phenyl boronic acid (60.0 mmol), 12.4 g potassium carbonate (90.0 mmol), and 1.1 g Pd(dppf)Cl2 in 200 mL degassed 2:1:1 toluene:isopropanol:water was heated at 95° C. in sealed vessel. After 3 days, the aqueous layer was decanted and the organic concentrated. The residue was triturated with ethyl acetate to provide 6-(4-(trifluoromethoxy)phenyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one as a dark grey solid. m/z (ESI)=226.2 [M+H]+. 1H NMR (δ, d6-DMSO, 400 MHz) 12.55 (s, 1H), 8.07 (s, 1H), 7.82 (d, 2H), 7.56 (dd, 1H), 7.43 (d, 2H), 7.33 (d, 1H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08703759B2
Source datasetuspto-grants-2014_04
ORD IDord-f4746e90face4b4e989b0570f5c235bf
Source noteuspto-grants-2014_04