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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1624916Generated: October 30, 2026

Potassium Cyanide → 2-(2-(4-(4-chlorobenzyl)-6-methoxy-3,5-dioxo-4,5-dihydro-1,2,4-triazin-2(3H)-yl)phenyl)acetonitrile

https://huagongshe.com/reaction/1624916

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CyanideHCID 9032—
Reactant2-(2-(bromomethyl)phenyl)-4-(4-chlorobenzyl)-6-methoxy-1,2,4-triazine-3,5(2H,4H)-dioneHCID 68697796—
SolventDimethylformamideHCID 6228—
Product2-(2-(4-(4-chlorobenzyl)-6-methoxy-3,5-dioxo-4,5-dihydro-1,2,4-triazin-2(3H)-yl)phenyl)acetonitrileHCID 25106289100.5%

Reaction Conditions

Temperature20 °C

Reaction Steps

According to Scheme 9 Step 2: A mixture of 4-(4-chlorobenzyl)-2-(2-(bromomethyl)phenyl)-6-methoxy-1,2,4-triazine-3,5(2H,4H)-dione (70 mg, 0.16 mmol) in DMF (2 mL) and potassium cyanide (31 mg, 0.13 mmol) was stirred at 20° C. 12 hours. The reaction mixture was quenched with water and extracted with ethyl acetate (×3). The combined organic layers were successively washed with water, brine, dried over MgSO4, filtered and concentrated. The crude product was purified by flash chromatography, 10 g prepacked column, DCM/MeOH 99/1 to afford 2-(2-(4-(4-chlorobenzyl)-6-methoxy-3,5-dioxo-4,5-dihydro-1,2,4-triazin-2(3H)-yl)phenyl)acetonitrile 4.167 (50 mg, Yield=81%) as a white oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08779129B2
Source datasetuspto-grants-2014_07
ORD IDord-a87e5f2039d64fd792f4eb20d0deb469
Source noteuspto-grants-2014_07