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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 485993Generated: October 29, 2026

Dimethylformamide → 5-[3-(R)-fluoroheptyloxy]-2-(4-benzyloxyphenyl)pyrimidine

https://huagongshe.com/reaction/485993

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Hydroxy-2-(4-benzyloxyphenyl)pyrimidineHCID 22717462—
ReactantHCID 22850585HCID 22850585—
SolventWaterHCID 962—
Product5-[3-(R)-fluoroheptyloxy]-2-(4-benzyloxyphenyl)pyrimidineHCID 2285059788.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 1.12 g of 5-hydroxy-2-(4-benzyloxyphenyl)pyrimidine, 1.30 g of 3-(R)-fluoroheptyl methanesulfonate, 1.2 g of potassium carbonate, and 50 ml of DMF was stirred at 80° C. for 4 hours. After cooling, the reaction mixture was diluted with water and extracted with ethyl acetate. The extract was washed with water and distilled to remove the solvent to obtain a residue weighing 2.12 g. Recrystallization of the residue from ethanol furnished 1.41 g (percent yield: 87.7%) of 5-[3-(R)-fluoroheptyloxy]-2-(4-benzyloxyphenyl)pyrimidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05290477
Source datasetuspto-grants-1994_03
ORD IDord-1e8f65eb38fd485ab0fa037232d5be83
Source noteuspto-grants-1994_03