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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732920Generated: October 25, 2026

Uracil → 1-[2-(2,2-Dimethyl-1,3-dioxan-5-yl)ethyl]uracil

https://huagongshe.com/reaction/732920

Reaction equation

Participants

RoleNameHCIDCharge
ReactantUracilHCID 1174—
ReactantPotassium CarbonateHCID 11430—
Reactant1,3-Dioxane, 5-(2-bromoethyl)-2,2-dimethyl-HCID 178988—
SolventDimethylformamideHCID 6228—
Product1-[2-(2,2-Dimethyl-1,3-dioxan-5-yl)ethyl]uracilHCID 5783897929.2%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of 5-(2-bromoethyl)-2,2-dimethyl-1,3-dioxane (15) (M. R. Harnden et al, J. Med. Chem., 30, 1636, 1987) (12.0 gm, 53.81 mmol) in dry DMF (150 ml) were added uracil (7.0 gm, 62.4 mmol) and potassium carbonate (14.0 gm). The reaction mixture was stirred at 25° C. for 5 days. The resulting solution was filtered and the solvent removed. The residue obtained was purified by column chromatography on silica gel eluting with chloroform-methanol (90:10, v/v) to afford 17 (4.0 gm, 25.2%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07589077B2
Source datasetuspto-grants-2009_09
ORD IDord-dadfa1e4456d4d92a61eb34f1130e36d
Source noteuspto-grants-2009_09