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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038737Generated: November 1, 2026

4-Chloro-6-(ethylamino)pyrimidine → N-Methyl-N'-{4-[2-(4-methyl-piperazin-1-yl)-ethoxy]-phenyl}-pyrimidine-4,6-diamine

https://huagongshe.com/reaction/1038737

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-6-(ethylamino)pyrimidineHCID 588452—
Reactant4-[2-(4-Methylpiperazin-1-yl)ethoxy]anilineHCID 23008792—
ProductN-Methyl-N'-{4-[2-(4-methyl-piperazin-1-yl)-ethoxy]-phenyl}-pyrimidine-4,6-diamineHCID 66670033—

Reaction Conditions

Temperature150 °C

Reaction Steps

The title compound is prepared as described in Example 160A but using 4-[2-(4-methyl-piperazin-1-yl)-ethoxy]-phenylamine (500 mg, 2.13 mmol, 1 eq.), (6-chloro-pyrimidin-4-yl)-ethyl-amine and stirring the reaction mixture at 150° C. for 20 h. Purification of the crude product by silica gel column chromatography (DCM/MeOH+1% NH3aq, 9:1) followed by trituration in diethyl ether affords 250 mg of the title compound as a white solid: ESI-MS: 343.2 [MH]+; tR=1.00 min (gradient J); TLC: Rf=0.23 (DCM/MeOH+1% NH3aq, 9:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08552002B2
Source datasetuspto-grants-2013_10
ORD IDord-25535164f18b4fd3a43056e012f01167
Source noteuspto-grants-2013_10