Potassium Hydroxide → HCID 20062746, compound

Participants

Reaction Steps

A suspension of 2,3-dihydro-1-methyl-4(1H)-quinolinone (915 mg) and 5-methyl-1-(triphenylmethyl)-1H-imidazole-4-carboxaldehyde (2.0 g) in methanol (25 ml) was treated with a solution of potassium hydroxide (0.5 g) in methanol (5 ml). The suspension was stirred at room temperature for 44 h and then filtered. The collected solid was heated at reflux in a mixture of acetic acid (6 ml), water (5 ml) and THF (15 ml) for 3 h. The solution was treated cautiously with 8% aqueous sodium bicarbonate (180 ml) and extracted with dichloromethane (3×60 ml). The combined, dried organic extracts were evaporated to give a solid, which was purified by FCC eluting with System A (100:12:1.2) to give the title compound (208 mg), m.p. 110°-113°.

Provenance & Evidence