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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 633680Generated: October 30, 2026

Pyridine → 1-Methyl-3-phenyl-7-(2-cyano-benzyl)-8-chloro-xanthine

https://huagongshe.com/reaction/633680

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantPhenyl dihydrogen orthoborateHCID 78412—
Reactant1-Methyl-7-(2-cyano-benzyl)-8-chloro-xanthineHCID 57514540—
CatalystCupric acetateHCID 8895—
SolventDichloromethaneHCID 6344—
Product1-Methyl-3-phenyl-7-(2-cyano-benzyl)-8-chloro-xanthineHCID 66754015—

Reaction Steps

A mixture of 829 mg of 1-methyl-7-(2-cyano-benzyl)-8-chloro-xanthine, 640 mg of phenylboric acid, 509 mg of anhydrous copper acetate and 0.43 ml of pyridine in 20 ml methylene chloride is stirred for four days at ambient temperature in the presence of 100 mg of 4 Å molecular sieves. Then another 320 mg of phenylboric acid are added and the reaction mixture is stirred for another day at ambient temperature. For working up the mixture is filtered through talc and washed with ethyl acetate. The filtrate is evaporated down and chromatographed through a silica gel column with cyclohexane/ethyl acetate (7:3 to 1:1) as eluant.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321791B2
Source datasetuspto-grants-2016_04
ORD IDord-bcda929abd3f446c8c21674c0823514b
Source noteuspto-grants-2016_04