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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1792001Generated: October 25, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → 7-Allyl-8-(3,5-dimethylpiperazin-1-yl)-1,3-dimethyl-3,7-dihydropurine-2,6-dione

https://huagongshe.com/reaction/1792001

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant7-Allyl-8-chloro-1,3-dimethyl-3,7-dihydropurine-2,6-dioneHCID 738682—
Reactantrel-(2R,6S)-2,6-dimethylpiperazineHCID 6950261—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product7-Allyl-8-(3,5-dimethylpiperazin-1-yl)-1,3-dimethyl-3,7-dihydropurine-2,6-dioneHCID 2202990742.5%

Reaction Conditions

Temperature150 °C

Reaction Steps

A suspension of 7-allyl-8-chloro-1,3-dimethyl-3,7-dihydropurine-2,6-dione (200 mg), cis-2,6-dimethylpiperazine (107 mg), and 1,8-diazabicyclo[5.4.0]undec-7-ene (128 μl) in 1-methyl-2-pyrrolidone (2 ml) was stirred at 150° C. for 50 minutes. The reaction mixture was diluted with ethyl acetate and water, and extracted with ethyl acetate. The aqueous layer was extracted with chloroform, and the combined organic layer was washed with water and dried over magnesium sulfate. The solvent was removed by distillation at reduced pressure to give brown oil. The oil was purified by silica gel column chromatography, and 111 mg of the title compound was obtained from a fraction eluted with methanol-ethyl acetate (1:10).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07074798B2
Source datasetuspto-grants-2006_07
ORD IDord-fa8fc4c9e9274884abd572fa6fada0e9
Source noteuspto-grants-2006_07