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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 590468Generated: October 30, 2026

Water → 2-(Cyclobutyloxy)-8-(methyloxy)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine

https://huagongshe.com/reaction/590468

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantSodium MethoxideHCID 10942334—
Reactant8-Bromo-2-(cyclobutyloxy)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amineHCID 59252642—
SolventMethanolHCID 887—
Product2-(Cyclobutyloxy)-8-(methyloxy)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amineHCID 59252601—

Reaction Conditions

Temperature67 °C

Reaction Steps

8-Bromo-2-(cyclobutyloxy)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine (1.79 g, 4.86 mmol) was dissolved in anhydrous methanol (25 ml) and 25% sodium methoxide in methanol (2.274 ml, 9.72 mmol) was added under nitrogen. The mixture was heated at 67° C. for 24 hours and then cooled to room temperature. Ethyl acetate and water were added and the layers separated. The aqueous layer was extracted twice more with ethyl acetate, and the organic extracts were combined, washed with brine, dried over anhydrous magnesium sulfate, and evaporated to give the title compound as a cream foam (1.27 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09233962B2
Source datasetuspto-grants-2016_01
ORD IDord-7d95ecca2d3144e4917554802ad24dfb
Source noteuspto-grants-2016_01