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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 509289Generated: October 27, 2026

Diisopropylethylamine → (R)-tert-butyl 2-(2-methyl-4-(4-(methylsulfonyl)phenyl)piperazin-1-yl)pyrimidine-4-carboxylate

https://huagongshe.com/reaction/509289

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(3R)-1-[4-(Methanesulfonyl)phenyl]-3-methylpiperazineHCID 26597658—
Reactanttert-Butyl 2-chloropyrimidine-4-carboxylateHCID 57063961—
SolventAcetonitrileHCID 6342—
Product(R)-tert-butyl 2-(2-methyl-4-(4-(methylsulfonyl)phenyl)piperazin-1-yl)pyrimidine-4-carboxylateHCID 6746521685.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

Tert-butyl 2-chloropyrimidine-4-carboxylate (70 mg, 0.326 mmol) and (R)-3-methyl-1-(4-(methylsulfonyl)phenyl)piperazine (166 mg, 0.652 mmol) were dissolved in acetonitrile (2 ml), followed by addition of N,N-diisopropylethylamine (0.11 ml, 0.652 mmol), and then the resulting liquid was stirred at 100° C. under nitrogen stream for 24 hours. The resulting reaction liquid was concentrated under reduced pressure, and then the residue thus obtained was subjected to MPLC (50% EtOAc/Hexanes), to obtain 120 mg of pale yellow solid (85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096571B2
Source datasetuspto-grants-2015_08
ORD IDord-5c54e6cd305746c0961ccbddfb1caa0a
Source noteuspto-grants-2015_08