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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 424460Generated: October 30, 2026

Potassium Carbonate → 1-[(3-Cyano-pyridin-2-yl)methyl]-3-methyl-7-(2-butyn-1-yl)-8-bromo-xanthine

https://huagongshe.com/reaction/424460

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
Reactant8-Bromo-7-(2-butyn-1-yl)-3,7-dihydro-3-methyl-1H-purine-2,6-dioneHCID 21088927—
Reactant3-Pyridinecarbonitrile, 2-(chloromethyl)-HCID 46911834—
SolventWaterHCID 962—
Product1-[(3-Cyano-pyridin-2-yl)methyl]-3-methyl-7-(2-butyn-1-yl)-8-bromo-xanthineHCID 16726544—

Reaction Conditions

Temperature70 °C

Reaction Steps

202 g (0.68 mol) 3-methyl-7-(2-butyn-1-yl)-8-bromo-xanthine, 188.5 g (1.36 mol) anhydrous potassium carbonate and 1.68 liters of N-methyl-2-pyrrolidone are placed in the reactor and heated to 70° C. Then 119 g (0.75 mol) 2-chloromethyl-3-cyano-pyridine in 240 ml N-methyl-2-pyrrolidine (NMP) are added dropwise. The contents of the reactor are stirred for 19 hours at 70° C. After the reaction has ended 2.8 liters of water are added to the reaction mixture and it is cooled to 25° C. The product is filtered off, washed with 2 liters of water and dried in the drying cupboard at 70° C. while being rendered inert.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08106060B2
Source datasetuspto-grants-2012_01
ORD IDord-90b4fc25571942b19e005ee4a68026a8
Source noteuspto-grants-2012_01