4-(2-(Diethylamino)ethoxy)aniline → 2-[[4-[2-(Diethylamino)ethoxy]phenyl]amino]-4-(methylamino)-5-nitropyrimidine

Participants

Reaction Steps

To a solution of 1.89 g (10 mmol) of 2-chloro-4-(methylamino)-5-nitropyrimidine in 100 mL THF at −78° C. is added a solution of 2.48 g (12 mmol) of 4-[2-(diethylamino)ethoxy]aniline in 100 mL of 2-propanol, and the resulting mixture is allowed to warm slowly to room temperature. The precipitate is collected, washed with 2-propanol, and dissolved in water. After being filtered through celite, the aqueous solution is basified with aqueous ammonia, and the resulting precipitate is collected, washed with water, and dried, to give 2.88 g (80%) of the title compound: mp (EtOH)163–164° C.

Provenance & Evidence