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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 509290Generated: October 30, 2026

Methanol → (R)-tert-butyl 2-(4-benzyl-2-methylpiperazin-1-yl)pyrimidine-4-carboxylate

https://huagongshe.com/reaction/509290

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantDiisopropylethylamineHCID 81531—
Reactant(R)-1-Benzyl-3-methylpiperazineHCID 6923226—
Reactanttert-Butyl 2-chloropyrimidine-4-carboxylateHCID 57063961—
SolventAcetonitrileHCID 6342—
Product(R)-tert-butyl 2-(4-benzyl-2-methylpiperazin-1-yl)pyrimidine-4-carboxylateHCID 6746803594.4%

Reaction Steps

Tert-butyl 2-chloropyrimidine-4-carboxylate (4.12 g, 19.2 mmol) and (R)-1-benzyl-3-methylpiperazine (1.83 g, 9.6 mmol) were suspended in acetonitrile (50 ml), followed by addition of N,N-diisopropylethylamine (3.34 ml, 19.2 mmol), and then the resulting liquid was heated at reflux under nitrogen stream for 15 hours. The resulting reaction liquid was concentrated, followed by addition of distilled water (50 ml), and then extracted with MC (100 ml×2). The organic layer was dried over anhydrous sodium sulfate, followed by filtration and concentration, and then the residue thus obtained was subjected to MPLC (1% MeOH/MC), to obtain 3.34 g of yellow solid (94%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096571B2
Source datasetuspto-grants-2015_08
ORD IDord-fc4ff60023314347bf11e05fb4749aa7
Source noteuspto-grants-2015_08