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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 465716Generated: October 27, 2026

Ethylamine → 2-Amino-9-(3-azido-2,3-dideoxy-beta-D-erythro-pentofuranosyl)-6-ethylamino-9H-purine

https://huagongshe.com/reaction/465716

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylamineHCID 6341—
Reactant((2S,3S,5R)-5-(2-amino-6-chloro-9H-purin-9-yl)-3-azidotetrahydrofuran-2-yl)methanolHCID 476464—
SolventAcetonitrileHCID 6342—
Product2-Amino-9-(3-azido-2,3-dideoxy-beta-D-erythro-pentofuranosyl)-6-ethylamino-9H-purineHCID 2114732559%

Reaction Conditions

Temperature70 °C

Reaction Steps

2-Amino-9-(3-azido-2,3-dideoxy-β-D-erythro-pentofuranosyl)-6-chloro-9H-purine (0.23 g, 0.74 mmol) was dissolved in 20 mL anhydrous acetonitrile in a sealed tube. The solution was cooled to 0° C., saturated with ethylamine (Aldrich, lot #00115JV) and sealed. After heating at 70° C. for 16 hours, the reaction mixture was filtered and the filtrate evaporated to dryness. The residue was preloaded onto silica gel and eluted from a silica column using CHCl3 /MeOH (95:5, v/v). Combination and evaporation of appropriate fractions yielded 0.140 g (0.44 mmol, 59%) of product. mp=199°-201° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05153318
Source datasetuspto-grants-1992_10
ORD IDord-dc7337f55a2c45b78a20c26422ae90f3
Source noteuspto-grants-1992_10