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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049666Generated: October 31, 2026

Water → HCID 59589925, compound

https://huagongshe.com/reaction/1049666

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(Hydroxymethyl)benzeneboronic acidHCID 2734706—
ReactantN-(5-bromo-[1,2,4]triazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamideHCID 59179473—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
ProductHCID 59589925HCID 59589925—

Reaction Conditions

Temperature90 °C

Reaction Steps

4-(Hydroxymethyl)phenylboronic acid (1.1 eq.) is added to a solution of cyclopropanecarboxylic acid (5-bromo-[1,2,4]triazolo[1,5-a]pyridin-2-yl)-amide in 1,4-dioxane/water (4:1). K2CO3 (2 eq.) and PdCl2 dppf (0.03 eq.) are added to the solution. The resulting mixture is then heated in an oil bath at 90° C. for 16 h under N2. Water is added and the solution is extracted with ethyl acetate. The organic layers are dried over anhydrous MgSO4 and evaporated in vacuo. The resulting mixture is used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382247B2
Source datasetuspto-grants-2016_07
ORD IDord-13a6cfa685694643b2a8a5785fa1c046
Source noteuspto-grants-2016_07