Triethylamine → 3-Methyl-2-((2S)-2-(4-((pyridin-2-yl)amino)phenyl)morpholin-4-yl)-6-(pyridin-4-yl)-pyrimidin-4(3H)-one

Participants

Reaction Steps

A solution of N-{4-[(2S)-morpholin-2-yl]phenyl}pyridin-2-amine (0.2 g, 0.78 mmol), 2-chloro-1-methyl-6-oxo-4-(pyridin-4-yl)-1,6-dihydropyrimidine (0.13 g, 0.62 mmol), and triethylamine (0.23 g, 2.3 mmol) in tetrahydrofuran (10 ml) was stirred at 95° C. for 3 hours. The solvent was removed under reduced pressure and the residue was partitioned between water and dichloromethane. The organic layer was dried over anhydrous sodium sulfate and the solvent was concentrated under reduced pressure. The resulting residue was purified by column chromatography on silica gel (chloroform-methanol, 10:1) to afford 3-Methyl-2-((2S)-2-(4-((pyridin-2-yl)amino)phenyl)morpholin-4-yl)-6-(pyridin-4-yl)-pyrimidin-4(3H)-one (100 mg, 37%) as a yellow oil.

Provenance & Evidence