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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1624913Generated: October 29, 2026

Pyridine → 6-bromo-4-(4-chlorobenzyl)-2-(2-(hydroxymethyl)phenyl)-1,2,4-triazine-3,5(2H,4H)-dione

https://huagongshe.com/reaction/1624913

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant2-(Hydroxymethyl)phenylboronic AcidHCID 4374262—
Reactant4-(4-chlorobenzyl)-6-bromo-1,2,4-triazine-3,5(2H,4H)-dioneHCID 68703354—
CatalystCupric acetateHCID 8895—
SolventDimethylformamideHCID 6228—
Product6-bromo-4-(4-chlorobenzyl)-2-(2-(hydroxymethyl)phenyl)-1,2,4-triazine-3,5(2H,4H)-dioneHCID 6870252562%

Reaction Steps

According to Scheme 2 Step 3: To a solution of 6-bromo-4-(4-chlorobenzyl)-1,2,4-triazine-3,5(2H,4H)-dione (0.400 g, 1.3 mmol) in DMF (8 mL) were added 2-(hydroxymethyl)phenylboronic acid (0.29 g, 1.9 mmol), copper(II) acetate (0.23 g, 1.3 mmol) and pyridine (0.20 g, 2.5 mmol) and the mixture was left stiffing overnight at 60° C. The reaction mixture was quenched with a saturated sodium bicarbonate solution. The precipitate formed was filtered, washed first with water and then with diethyl ether. 330 mg (Yield=62%) of 6-bromo-4-(4-chlorobenzyl)-2-(2-(hydroxymethyl)phenyl)-1,2,4-triazine-3,5(2H,4H)-dione were recovered. The product was pure enough to be used without any purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08779129B2
Source datasetuspto-grants-2014_07
ORD IDord-9495d5db4bda4c8a848930fd8860b9a3
Source noteuspto-grants-2014_07