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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1097647Generated: October 25, 2026

Sodium Carbonate → 8-chloro-7-(2-propen-1-yl)-3-(4,4,4-trifluorobutyl)-3,7-dihydro-1H-purine-2,6-dione

https://huagongshe.com/reaction/1097647

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Bromo-1,1,1-trifluorobutaneHCID 521006—
Reactant7-Allyl-8-chloro-1H-purine-2,6(3H,7H)-dioneHCID 59299532—
SolventDimethylformamideHCID 6228—
Product8-chloro-7-(2-propen-1-yl)-3-(4,4,4-trifluorobutyl)-3,7-dihydro-1H-purine-2,6-dioneHCID 5929958840%

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of 8-chloro-7-(2-propen-1-yl)-3,7-dihydro-1H-purine-2,6-dione (2.0 g, 8.8 mmol) in DMF (20 ml) was treated with sodium carbonate (1.15 g, 10.8 mmol) and 4-bromo-1,1,1-trifluorobutane (1.86 g, 9.7 mmol). The mixture was stirred at 50° C. for 18 h then cooled and evaporated. The residue was partitioned between EtOAc (100 ml) and saturated aqueous sodium bicarbonate (50 ml). The organic phase was dried (MgSO4), filtered and evaporated. The residue was triturated in a mixture of diethyl ether and cyclohexane then the product filtered off and dried to yield the title compound as a white solid (1.18 g, 40%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143264B2
Source datasetuspto-grants-2012_03
ORD IDord-9da0aabc817a471d9ca88ff34cc418da
Source noteuspto-grants-2012_03