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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1773321Generated: October 29, 2026

Water → 8-Bromo-7-(2-butyn-1-yl)-3,7-dihydro-3-methyl-1H-purine-2,6-dione

https://huagongshe.com/reaction/1773321

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
Reactant8-bromo-3-methyl-3,7-dihydro-1H-purine-2,6-dioneHCID 1548797—
Reactant1-Bromo-2-butyneHCID 2756862—
SolventDimethylformamideHCID 6228—
Product8-Bromo-7-(2-butyn-1-yl)-3,7-dihydro-3-methyl-1H-purine-2,6-dioneHCID 2108892785%

Reaction Steps

By utilizing the well known method, 8-bromo-3-methyl-xanthine (5 g, 20.4 mmol) was dissolved in N,N-dimethylformamide (30 ml). N,N-diisopropylethylamine (2.633 g, 20.4 mmol) and 1-bromo-2-butyne (2.714 g, 20.4 mmol) were added to obtain a reaction mixture. The reaction mixture was reacted overnight at room temperature and TLC was used to monitor the reaction progress. After the reaction was completed, the obtained reaction mixture was poured into water, suction filtered, and the obtained solid was washed with water for three times, dried to give 3-methyl-7-(2-butyn-1-yl)-8-bromo-xanthine 1a (5.15 g, light yellow solid), yield: 85%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09255098B2
Source datasetuspto-grants-2016_02
ORD IDord-458117b89d4446e8849050ef89dbe7f1
Source noteuspto-grants-2016_02