Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1678090Generated: October 30, 2026

Hexane ethanol triethylamine → (+)-1-{4-[4-(2-tert-Butyl-6-propylpyrimidin-4-yl)piperazin-1-yl]pentyl}-5-methyl-1H-pyrimidine-2,4-dione

https://huagongshe.com/reaction/1678090

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexane ethanol triethylamineHCID 19048314—
Reactant4-(2-tert-butyl-6-propylpyrimidin-4-yl)-1-[1-methyl-4-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1 (2H)-yl)butyl]piperazin-1-ium chlorideHCID 67373965—
SolventIsopropanol hexaneHCID 21585144—
Product(+)-1-{4-[4-(2-tert-Butyl-6-propylpyrimidin-4-yl)piperazin-1-yl]pentyl}-5-methyl-1H-pyrimidine-2,4-dioneHCID 1038936443.2%

Reaction Steps

For racemate resolution, a solution of 4-(2-tert-butyl-6-propylpyrimidin-4-yl)-1-[1-methyl-4-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1 (2H)-yl)butyl]piperazin-1-ium chloride from Example 38 (200 mg) in 3 ml of hexane/isopropanol (9:1 (V/V)) was loaded onto a chiral column (DAICEL ChiralPAK AD, length: 50 cm, internal diameter: 5 cm, particle size: 20μ); eluent: hexane/ethanol/triethylamine (85:15:0.1 (V/V)). 0.08 g of the title compound was obtained after concentration of the resulting filtrate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008488B2
Source datasetuspto-grants-2011_08
ORD IDord-5ca8618c6cd64d92b83afb4e7fa807fb
Source noteuspto-grants-2011_08