1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one → HCID 13685988, compound

Participants

Reaction Steps

A mixture of 2.58 g of (1-(5-amino-4H-1,2,4-triazol-3-yl)-4-benzylpiperazine and 1.76 g of 3-dimethylamino-1-(3-pyridyl)-2-propen-1-one (U.S. Pat. No. 4,281,000, Example 1) in 35 ml of glacial acetic acid was refluxed for 12 hours. The solution was taken to dryness in vacuo. The residue was partitioned between saturated sodium bicarbonate and dichloromethane (1:2). The dichloromethane layer was separated, dried over anhydrous sodium sulfate and filtered through a short column of magnesium silicate. The effluent was refluxed on a steam bath with the gradual addition of hexane until turbidity was noted. After cooling the precipitate was collected by filtration. The solid was recrystallized from dichloromethane/hexane and gave 2.20 g of the desired product as pale yellow crystals, mp 149°-150° C.

Provenance & Evidence