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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2038156Generated: November 2, 2026

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

https://huagongshe.com/reaction/2038156

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3,4-dihydro-2H-pyranHCID 8080—
Reactant2,6-DichloropurineHCID 5324412—
SolventEthyl AcetateHCID 8857—
Product2,6-Dichloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purineHCID 270265—

Reaction Conditions

Temperature50 °C

Reaction Steps

To 2,6-dichloropurine (commercially available, for example, from Aldrich) (25.0 g) was added ethyl acetate (260 mL), followed by p-toluenesulfonic acid (0.253 g). The mixture was heated to 50° C. and then 3,4-dihydro-2H-pyran (commercially available, for example, from Aldrich) (16.8 g) was added. The reaction mixture was then heated at 50° C. for 4 hours. The reaction mixture was evaporated in vacuo to give the title compound as a yellow solid (36.9 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575340B2
Source datasetuspto-grants-2013_11
ORD IDord-0029a5b6100943789789fd4a11206fd2
Source noteuspto-grants-2013_11