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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1925945Generated: October 30, 2026

4,6-Dichloro-5-nitropyrimidine → 6-chloro-N-{3-methyl-4-[(6-methylpyridin-3-yl)oxy]phenyl}-5-nitropyrimidin-4-amine hydrochloride

https://huagongshe.com/reaction/1925945

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4,6-Dichloro-5-nitropyrimidineHCID 20312—
Reactant3-Methyl-4-((6-methylpyridin-3-yl)oxy)anilineHCID 11424434—
SolventEthyl AcetateHCID 8857—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product6-chloro-N-{3-methyl-4-[(6-methylpyridin-3-yl)oxy]phenyl}-5-nitropyrimidin-4-amine hydrochlorideHCID 8661574472%

Reaction Conditions

Temperature-15 °C

Reaction Steps

4,6-Dichloro-5-nitropyrimidine (9.7 g) was dissolved in 1-methyl-2-pyrrolidone (25.7 mL), a solution of 3-methyl-4-[(6-methylpyridin-3-yl)oxy]aniline (5.35 g) in 1-methyl-2-pyrrolidone (10 mL) was added dropwise under cooling at −15° C., and the mixture was stirred at −10° C. to 0° C. for 1 hr. The mixture was diluted with ethyl acetate (100 mL) and stirred at 0° C. for 15 min. The precipitated crystals were collected by filtration, washed with ethyl acetate (30 mL), and dried under reduced pressure to give the title compound (7.34 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178543B2
Source datasetuspto-grants-2012_05
ORD IDord-eb136e485f9a42d68d6d62686c84a193
Source noteuspto-grants-2012_05