Triethylamine → HCID 21258216, compound

Participants

Reaction Steps

A solution of 48 mg of methanesulfonyl chloride in 0.5 ml of dichloromethane was added dropwise under ice-cooling to a solution of 104 mg of 2-[N-(2-bromo-4-isopropylphenyl)-N-ethylamino]-4-[4-(furan-2-yl)-4-hydroxypiperidin-1-yl]-6-methylpyrimidine, 85 mg of triethylamine, and 13 mg of 4-dimethylaminopyridine in 1 ml of dichloromethane, followed by stirring for 15 minutes and then at room temperature for 2 hours. The reaction solution was poured into a saturated sodium hydrogencarbonate aqueous solution and extracted with ethyl acetate. The extract was washed successively with a saturated sodium hydrogencarbonate aqueous solution and a saturated sodium chloride aqueous solution, and dried over anhydrous sodium sulfate. The desiccant was filtered off, the filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (developing solvent: hexane/ethyl acetate=9/1) to give 70 mg of 2-[N-(2-bromo-4-isopropylphenyl)-N-ethylamino]-4-[4-(furan-2-yl)-1,2,3,6-tetrahydropyridin-1-yl]-6-methylpyrimidine.

Provenance & Evidence