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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1097671Generated: October 30, 2026

Sodium ethoxide → 3-Butyl-8-chloro-1-(3-{3-[(phenyloxy)methyl]-1,2,4-oxadiazol-5-yl}propyl)-3,7-dihydro-1H-purine-2,6-dione

https://huagongshe.com/reaction/1097671

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ethoxideHCID 2723922—
ReactantEthyl 4-(3-butyl-8-chloro-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)butanoateHCID 59395861—
Reactant(1Z)-N-hydroxy-2-(phenyloxy)ethanimidamide hydrochlorideHCID 178478971—
SolventEthanolHCID 702—
Product3-Butyl-8-chloro-1-(3-{3-[(phenyloxy)methyl]-1,2,4-oxadiazol-5-yl}propyl)-3,7-dihydro-1H-purine-2,6-dioneHCID 59395428—

Reaction Conditions

Temperature140 °C

Reaction Steps

To ethyl 4-(3-butyl-8-chloro-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)butanoate (26 mg, 0.073 mmol) and (1Z)—N-hydroxy-2-(phenyloxy)ethanimidamide hydrochloride (16 mg, 0.079 mmol) in EtOH (1 ml) was added 21% wt. ethanolic sodium ethoxide solution (0.068 ml, 0.183 mmol) and the mixture was heated under microwave irradiation at 140° C. for 10 min. The mixture was partitioned between EtOAc and 2M HCl, the organic phase dried (Na2SO4) evaporated and purified by MDAP to give title compound as a gum which solidified upon trituration with ether (5.9 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143264B2
Source datasetuspto-grants-2012_03
ORD IDord-6c3354e88e3940f98eda0edd7806d783
Source noteuspto-grants-2012_03