Tert-Butylamine → HCID 15544682, compound

Participants

Reaction Steps

A solution of 0.50 gram (0.0011 mole) of methyl 2-bromo-methyl-6-chloro-3-[1-methyl-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedion-3-yl]benzoate and 0.18 gram (0.0025 mole) of tert.-butylamine in 50 mL of THF was stirred at ambient temperature for about 18 hours. After this time, TLC analysis of the reaction mixture indicated little reaction had taken place. The reaction mixture was warmed to reflux where it stirred for an additional 18 hours, then it was concentrated under reduced pressure to a residue. The residue was taken up in methylene chloride and washed in turn with water and an aqueous solution saturated with sodium chloride. The organic layer was dried with magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure to a residue. The residue was purified by column chromatography on silica gel using mixtures of EtOAc and hexane as eluants. The fractions containing product were combined and concentrated under reduced pressure, yielding 0.36 gram of subject compound. The NMR spectrum was consistent with the proposed structure.

Provenance & Evidence