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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1396203Generated: November 1, 2026

4-((4-Methylpiperazin-1-yl)methyl)aniline → 2-((5-chloro-2-((4-((4-methylpiperazin-1-yl)methyl)phenyl)amino)pyrimidin-4-yl)amino)-N,N-dimethylbenzamide

https://huagongshe.com/reaction/1396203

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-((4-Methylpiperazin-1-yl)methyl)anilineHCID 3153996—
Reactant2-[(2,5-dichloropyrimidin-4-yl)amino]-N,N-dimethylbenzamideHCID 57974161—
SolventDichloromethane methanolHCID 21226129—
Product2-((5-chloro-2-((4-((4-methylpiperazin-1-yl)methyl)phenyl)amino)pyrimidin-4-yl)amino)-N,N-dimethylbenzamideHCID 6838504932%

Reaction Steps

The title compound was prepared according to synthesis procedure B described above from 2-((2,5-dichloropyrimidin-4-yl)amino)-N,N-dimethylbenzamide and 4-((4-methylpiperazin-1-yl)methyl)aniline in 32% yield (yellow solid) after flash chromatography (CH2Cl2/CH3OH 99:1 gradually increasing to 95:5). 1H NMR (400 MHz, CDCl3): δ 9.07 (s, 1H), 8.35 (d, 1H J=8.2 Hz), 8.05 (s, 1H), 7.46 (s, 2H, J=8.2 Hz), 7.38 (t, 1H, J=7.8 Hz), 7.29 (d, 1H, J=7.5 Hz), 7.21 (d, 2H, J=8.2 Hz), 7.10 (t, 1H, J=7.5 Hz), 7.01 (s, 1H), 3.45 (s, 2H), 3.11 (s, 3H), 3.04 (s, 3H), 2.43 (bs, 8H), 2.27 (s, 3H); MS (ESI): 480.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901120B2
Source datasetuspto-grants-2014_12
ORD IDord-c26638aa0f834f94b95b1564d4e793c6
Source noteuspto-grants-2014_12