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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1097662Generated: November 1, 2026

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

https://huagongshe.com/reaction/1097662

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—
ReactantHCID 178506463HCID 178506463—
SolventEthanolHCID 702—
Product3-Butyl-8-chloro-1-(3-{3-[(2-chloro-4-fluorophenyl)methyl]-1,2,4-oxadiazol-5-yl}propyl)-3,7-dihydro-1H-purine-2,6-dioneHCID 5939553752.6%

Reaction Steps

Ethyl 4-(3-butyl-8-chloro-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)butanoate (100 mg, 0.28 mmol) and (1Z)-2-(2-chloro-4-fluorophenyl)-N-hydroxyethanimidamide (62.4 mg, 0.308 mmol) and 21% by wt. ethanolic sodium ethoxide (0.157 ml, 0.42 mmol) were heated together in a microwave reactor in EtOH (1.5 ml) at 140° C. for 10 min. The mixture was worked up by partitioning between EtOAc and 2M HCl. The organic phase was evaporated and purified by MDAP to afford the title compound as a solid (73 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143264B2
Source datasetuspto-grants-2012_03
ORD IDord-6100f8b0d51c4bee8781ad1a5e9ee8aa
Source noteuspto-grants-2012_03