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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1656883Generated: October 25, 2026

Water → 9-((2-Acetoxyethoxy)methyl)-6-chloropurine

https://huagongshe.com/reaction/1656883

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant2-(Bromomethoxy)ethyl acetateHCID 367656—
Reactant6-ChloropurineHCID 5359277—
SolventDimethylformamideHCID 6228—
Product9-((2-Acetoxyethoxy)methyl)-6-chloropurineHCID 51265568%

Reaction Steps

To a solution of 6-chloropurine (6 g, 38.8 mmoles) in DMF was added sodium hydride 60% (0.93 g) over 1.5 hour period. (2-acetoxyethoxy)methyl bromide was then added at room temperature; the reaction mixture was allowed to stir for 2 hours under N2 atmosphere. H2O was added and the product was extracted with ethyl acetate. The organic phase was dried over MgSO4, filtered, and evaporated in vacuo to give a light yellow solid 7.1 g, 68% yield of 9-[(2-acetoxy-ethoxy)methyl]-6-chloro-purine. The crude was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05256398
Source datasetuspto-grants-1993_10
ORD IDord-d151674c3cc84f9f838400f09904737d
Source noteuspto-grants-1993_10