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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1505489Generated: October 31, 2026

p-Toluenesulfonic acid → 6-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine

https://huagongshe.com/reaction/1505489

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantEthyl AcetateHCID 8857—
ReactantHCID 178478393HCID 178478393—
Product6-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purineHCID 9774097%

Reaction Steps

6-chloro-9H-purine (500 mg, 3.2 mmol), 4-methyl benzene sulfonic acid (12 mg, 0.07 mmol), and 3,4-dehydro-2H-pyran (0.9 mL, 9.7 mmol) were added into ethylacetate solvent and stirred. The reactant was stirred at 90° C. for approximately 1 hour until the solid is dissolved completely. After concentrating the solvent, the residuals were refined by means of column chromatography, so that 749 mg of the target compound, 6-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine (percentage yield: 97%), was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09216981B2
Source datasetuspto-grants-2015_12
ORD IDord-71546921277b40b192963d555fe30af6
Source noteuspto-grants-2015_12