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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200543Generated: October 29, 2026

Potassium Carbonate → 8-Bromo-3-methyl-7-((2-(trimethylsilyl)ethoxy)methyl)-3,7-dihydro-1H-purine-2,6-dione

https://huagongshe.com/reaction/2200543

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant8-bromo-7-(4-chlorobenzyl)-3-methyl-3,7-dihydro-1H-purine-2,6-dioneHCID 1108925—
Reactant2-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 2724271—
SolventDimethylformamideHCID 6228—
Product8-Bromo-3-methyl-7-((2-(trimethylsilyl)ethoxy)methyl)-3,7-dihydro-1H-purine-2,6-dioneHCID 6675409574.9%

Reaction Steps

To a solution of 8-bromo-3-methyl-1H-purine-2,6(3H,7H)-dione (3.5 g, 14.3 mmol, intermediate 8 step 1) in DMF (30 mL) was added potassium carbonate (3.9 g, 28.6 mmol). Then 2-(trimethylsilyl)ethoxymethyl chloride (2.37 g, 14.3 mmol) was added dropwise 0° C., it was stirred room temperature for 3 h. The mixture was partitioned between ethyl acetate and water. The organic layers were combined, dried over sodium sulfate, filtered and concentrated to give a crude product which was washed with ethanol and dried in vacuo to give 8-bromo-3-methyl-7-((2-(trimethylsilyl)ethoxy)methyl)-1H-purine-2,6(3H,7H)-dione (4.0 g, 74.9%) as a white solid. LCMS retention time 1.458 min, LCMS MH+ 377.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359359B2
Source datasetuspto-grants-2016_06
ORD IDord-84c64018b0b04a72acce573cf29a6e1b
Source noteuspto-grants-2016_06