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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1011028Generated: October 25, 2026

Potassium Carbonate → 8-(Methoxy)-2-{[2-(methoxy)ethyl]oxy}-9-(tetrahydro-3-furanylmethyl)-9H-purin-6-amine

https://huagongshe.com/reaction/1011028

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant(Tetrahydrofuran-3-yl)methyl methanesulfonateHCID 22273010—
ReactantHCID 178496185HCID 178496185—
SolventDimethylformamideHCID 6228—
Product8-(Methoxy)-2-{[2-(methoxy)ethyl]oxy}-9-(tetrahydro-3-furanylmethyl)-9H-purin-6-amineHCID 5769968044.9%

Reaction Conditions

Temperature60 °C

Reaction Steps

8-(Methoxy)-2-{[2-(methoxy)ethyl]oxy}-9H-purin-6-amine trifluoroacetate salt (0.30 g) was dissolved in dry DMF (5 mL). To this was added anhydrous potassium carbonate (0.47 g) and then heated to 60° C. for 1.5 hours. The reaction mixture was cooled to room temperature and tetrahydro-3-furanylmethyl methanesulfonate (0.168 g) was added. The reaction mixture was then heated to 90° C. for 3.5 hours. The reaction mixture was then quenched into water (100 mL) and extracted into ethyl acetate (50 mL, 3 times). The organic was separated and dried by passing through a hydrophobic frit and then evaporated under reduced pressure to give a glassy solid. This was purified by C18 reverse phase chromatography using water (containing 0.1% formic acid)-acetonitrile (containing 0.05% formic acid) as eluent (10-45%). This gave the title compound as a white solid (0.1233 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977344B2
Source datasetuspto-grants-2011_07
ORD IDord-94098a0c3d2040cd8a53718ff67d7414
Source noteuspto-grants-2011_07