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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 495452Generated: October 30, 2026

3,5-Dimethoxyaniline → N4-quinolin-3-yl-N2-(3,5-dimethoxyphenyl)pyrimidine-2,4-diamine

https://huagongshe.com/reaction/495452

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,5-DimethoxyanilineHCID 66301—
ReactantTriethylamine; trifluoroacetic acidHCID 12210277—
Reactant(2-Chloropyrimidin-4-yl)quinolin-3-ylamineHCID 22326846—
SolventDimethyl SulfoxideHCID 679—
ProductN4-quinolin-3-yl-N2-(3,5-dimethoxyphenyl)pyrimidine-2,4-diamineHCID 10109869—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of (2-chloro-pyrimidin-4-yl)-quinolin-3-yl-amine (70 mg 0.272 mmol) and 3,5-dimethoxyaniline (42 mg, 0.274 mmol) was suspended in a sealed tube with 0.3 mL of a solution of DMSO containing Et3N-TFA (50 mg). The resulting mixture was heated at 100° C. for 3 h, cooled to RT, diluted with 0.4 mL DMSO and purified via preparative HPLC to give N4-quinolin-3-yl-N2-(3,5-dimethoxyphenyl)pyrimidine-2,4-diamine as a yellow solid. M+H—374. Calc'd for C21H19N5O2: 373.414.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06939874B2
Source datasetuspto-grants-2005_09
ORD IDord-e0a431e501e24efab01b55bacd8164b6
Source noteuspto-grants-2005_09