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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1375393Generated: November 1, 2026

4-(4-Methylpiperazin-1-yl)aniline → 4-(Cyclopentylamino)-2-[[4-(4-methylpiperazin-1-yl)phenyl]amino]-5-nitropyrimidine

https://huagongshe.com/reaction/1375393

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(4-Methylpiperazin-1-yl)anilineHCID 737253—
Reactant2-chloro-N-cyclopentyl-5-nitropyrimidin-4-amineHCID 7147253—
SolventIsopropanolHCID 3776—
SolventTetrahydrofuranHCID 8028—
Product4-(Cyclopentylamino)-2-[[4-(4-methylpiperazin-1-yl)phenyl]amino]-5-nitropyrimidineHCID 5878678477%

Reaction Steps

To a solution of 0.97 g (4 mmol) of 2-chloro-4-(cyclopentylamino)-5-nitropyrimidine in 50 mL THF at −78° C. is added a solution of 0.91 g (4.8 mmol) of 1-(4-aminophenyl)-4-methylpiperazine in 50 mL of 2-propanol, and the resulting mixture is allowed to warm slowly to room temperature. After acidification with acetic acid, the solvents were removed under vacuum, and the residue is dissolved in water. After being washed with EtOAc, the aqueous solution is basified with aqueous ammonia, and the product is extracted into EtOAc and dried, to give 1.15 g (77%) of the title compound: mp (MeOH) 204–206° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07169778B2
Source datasetuspto-grants-2007_01
ORD IDord-1a83a9c6d0e1447fabb72b57a6b592a9
Source noteuspto-grants-2007_01