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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1721846Generated: October 26, 2026

Propylene Oxide → 6-(N-Allyl-N-cyclohexylamino)-9-(2-hydroxypropyl)-purine

https://huagongshe.com/reaction/1721846

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropylene OxideHCID 6378—
ReactantPotassium CarbonateHCID 11430—
Reactant6-(N-allyl-N-cyclohexylamino)-purineHCID 13851922—
SolventDimethyl SulfoxideHCID 679—
Product6-(N-Allyl-N-cyclohexylamino)-9-(2-hydroxypropyl)-purineHCID 13851942—

Reaction Steps

To a solution of 12.8 g. (50 mmole) 6-[N-allyl-N-cyclohexylamino)-purine (compound of Example 8 j) in 150 ml. dimethyl sulphoxide are added at 40° C. 7.6 g. potassium carbonate. The reaction mixture is stirred for 10 minutes, cooled to ambient temperature, 5.8 g. 1,2-epoxypropane are added dropwise thereto, the reaction mixture is stirred for 5 days at ambient temperature and evaporated and the residue chromatographed on silica gel (elution agent: dichloromethane/methanol 97:3 v/v). After trituration with diethyl ether, there are isolated 5.7 g. of the title compound )36% of theory); m.p. 108°-110° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04853386
Source datasetuspto-grants-1989_08
ORD IDord-d00e3df6eb6e46ec96c7f651f1ce7158
Source noteuspto-grants-1989_08