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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1053211Generated: November 3, 2026

4,6-Dichloropyrimidine → n2-(6-Chloropyrimidin-4-yl)-n6-methylpyridine-2,6,diamine

https://huagongshe.com/reaction/1053211

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4,6-DichloropyrimidineHCID 70943—
ReactantDiisopropylethylamineHCID 81531—
ReactantN2-Methylpyridine-2,6-diamineHCID 55281082—
Solvent1-ButanolHCID 263—
Productn2-(6-Chloropyrimidin-4-yl)-n6-methylpyridine-2,6,diamineHCID 5770834433%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 2-methylamino-6-aminopyridine (0.5 g, 4.04 mmol), 4,6-dichloropyrimidine (1.51 g, 10.13 mmol), DIPEA (1.5 g, 12.17 mmol) in n-butanol (5 mL) was heated at 120° C. for 16 h. The reaction mixture was cooled, was concentrated under reduced pressure and the residue was taken in dichloromethane (25 mL). The dichloromethane solution was washed with NaHCO3 solution (2 mL), water (2 mL) and brine (2 mL), was dried over Na2SO4 and was concentrated under reduced pressure. The residue was purified by column chromatography (SiO2, 60-120, petroleum ether/ethyl acetate, 6/4) to give N2-(6-chloropyrimidin-4-yl)-N6-methylpyridine-2,6,diamine (0.3 g, 33%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09393246B2
Source datasetuspto-grants-2016_07
ORD IDord-8f4bb84abe7e4524a07f2e91e8979ea8
Source noteuspto-grants-2016_07