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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1640459Generated: October 25, 2026

Diisopropylethylamine → 1-{4-[4-(2,4-Dichlorobenzyl)piperazin-1-yl]butyl}-5-methyl-1H-pyrimidine-2,4-dione

https://huagongshe.com/reaction/1640459

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantSodium BromideHCID 253881—
Reactant1-(2,4-Dichlorobenzyl)piperazineHCID 411179—
Reactant1-(4-chlorobutyl)-5-methylpyrimidine-2,4(1H,3H)-dioneHCID 59337587—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product1-{4-[4-(2,4-Dichlorobenzyl)piperazin-1-yl]butyl}-5-methyl-1H-pyrimidine-2,4-dioneHCID 1171881033.4%

Reaction Steps

1-(4-Chlorobutyl)-5-methyl-1H-pyrimidine-2,4-dione (0.69 mmol, 0.15 g), 1-(2,4-dichlorobenzyl)piperazine (0.62 mmol, 0.15 g), sodium bromide (3.46 mmol, 0.36 g) and diisopropylethylamine (6.92 mmol, 0.89 g) were heated in N-methylpyrrolidinone (0.6 ml) at 120° C. for 5 hours. The reaction mixture was then allowed to cool, the suspension was filtered with suction, and the filtrate was concentrated. The residue was then then taken up in ethyl acetate and washed with saturated brine. The organic layer was dried, filtered to remove the desiccant and evaporated in vacuo. The resulting residue was purified by chromatography on silica gel (eluent: methyl tert-butyl ether/methanol (0-100%), resulting in 88.0 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08114875B2
Source datasetuspto-grants-2012_02
ORD IDord-85ba6cec0af0423ba4949588bab461f4
Source noteuspto-grants-2012_02