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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200546Generated: October 29, 2026

Potassium Carbonate → 8-bromo-7-(4-chlorobenzyl)-3-methyl-1-(2-(tetrahydro-2H-pyran-2-yloxy)ethyl)-1H-purine-2,6(3H,7H)-dione

https://huagongshe.com/reaction/2200546

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-(2-Bromoethoxy)tetrahydro-2H-pyranHCID 86621—
Reactant8-bromo-7-(4-chlorobenzyl)-3-methyl-3,7-dihydro-1H-purine-2,6-dioneHCID 1108925—
SolventDimethylformamideHCID 6228—
Product8-bromo-7-(4-chlorobenzyl)-3-methyl-1-(2-(tetrahydro-2H-pyran-2-yloxy)ethyl)-1H-purine-2,6(3H,7H)-dioneHCID 9040288378.1%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 8-bromo-7-(4-chlorobenzyl)-3-methyl-1H-purine-2,6(3H,7H)-dione (2.0 g, 5.4 mmol, intermediate 8) in DMF (10 mL) was added 2-(2-bromoethoxy)tetrahydro-2H-pyran (1.35 g, 6.5 mmol, intermediate 2), potassium carbonate (1.49 g, 10.8 mmol). The mixture was stirred at 50° C. overnight. It was partitioned between ethyl acetate and water. The organic phase was washed with brine, dried over sodium sulfate, filtered and concentrated to give a crude product which was washed with ethanol and dried under vacuum to give 8-bromo-7-(4-chlorobenzyl)-3-methyl-1-(2-(tetrahydro-2H-pyran-2-yloxy)ethyl)-1H-purine-2,6(3H,7H)-dione (2.10 g, 74.4%) as a white solid. LCMS retention time 1.669 min LCMS MH+-THP 415.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359359B2
Source datasetuspto-grants-2016_06
ORD IDord-17e41076416e4a53b8ab5373f6218eab
Source noteuspto-grants-2016_06