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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2364921Generated: October 29, 2026

Idoxuridine → HCID 67117228, compound

https://huagongshe.com/reaction/2364921

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIdoxuridineHCID 5905—
ReactantChloroformHCID 6212—
ReactantTributylamineHCID 7622—
ReactantVinylcyclohexaneHCID 12757—
Catalystpalladium(II) acetateHCID 167845—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67117228HCID 6711722884%

Reaction Conditions

Temperature100 °C

Reaction Steps

5-iodo-2′-deoxyuridine (1) (505 mg, 1.42 mmol) was dissolved in DMF (2.5 ml) and dioxane (2.5 ml), and palladium acetate (33 mg, 0.14 mmol) was added thereto to obtain a suspension. Tributylamine (340 μl, 1.41 mmol) and vinylcyclohexane (2.0 ml, 14.1 mmol) were further added to the mixture, which was heated by microwaves for the reaction at 100° C. for 20 minutes. Disappearance of the raw materials was confirmed by TLC (CHCl3:MeOH=9:1). Thereafter, the purification was carried out by using a silica gel column with the development solvent of CHCl3 and MeOH(CHCl3:MeOH=9:1). (2b) was found to be 400 mg, 1.19 mmol and the yield was 84%. The target compound was determined by 1H NMR for identification. Further, mass analysis was carried out by MALDI-TOF MS and it was identified as the target compound (calcd. for C17H25N2O5 [M+H]+ 337.176, found 337.156).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697357B2
Source datasetuspto-grants-2014_04
ORD IDord-14da68196f6e4770abe97cf824c80069
Source noteuspto-grants-2014_04