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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200550Generated: October 29, 2026

Potassium Carbonate → HCID 90403261, compound

https://huagongshe.com/reaction/2200550

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-(Chloromethyl)-5-methyl-1,3-thiazole hydrochlorideHCID 20555849—
ReactantHCID 90402404HCID 90402404—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDimethylformamideHCID 6228—
ProductHCID 90403261HCID 9040326158.5%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 8-bromo-1-(3-hydroxypropyl)-3-methyl-1H-purine-2,6(3H,7H)-dione (0.5 g, 1.65 mmol) in DMF (50 mL) was added 2-(chloromethyl)-5-methylthiazole (0.27 g, 1.81 mmol, intermediate 4), potassium carbonate (0.34 g, 2.48 mmol) and TBAI (2 mg, 0.02 mmol). The mixture was heated at 60° C. for 3 h. The mixture was cooled; then partitioned between ethyl acetate and water. The organic layers were combined, dried over sodium sulfate, filtered and concentrated. The residue was purified by a column chromatography eluting with DCM/methanol (60:1 to 30:1) to give 8-bromo-1-(3-hydroxypropyl)-3-methyl-7-((5-methylthiazol-2-yl)methyl)-1H-purine-2,6(3H,7H)-dione (0.4 g, 58.4%) as a yellow oil which was used without further purification. LCMS MH+ 416.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359359B2
Source datasetuspto-grants-2016_06
ORD IDord-11bfea2db7c4464693b16119c46874c4
Source noteuspto-grants-2016_06