Methanol → HCID 21220522, compound

Participants

Reaction Steps

4,4a,5,6-Tetrahydro-2-(4-methylphenyl)pyrido[3,4-h]cinnolin-3(2H)-one (0.14 g; from Example 1 above) was placed in a flask under nitrogen. Borane tetrahydofuran complex (1M, 2.4 ml) was added and the solution warmed to room temperature for 3.5 hours. Methanol (5 ml) was added. Water was added and the aqueous solution extracted thrice with ethyl acetate. The organics were washed with sodium hydrogen carbonate (saturated solution), and brine then dried, filtered and concentrated to give a yellow solid. The solid was adsorbed onto silica then chromatographed eluting with first 7:3 dichloromethane:ethyl acetate, then ethyl acetate to give a yellow solid. Recrystallisation from ethyl acetate/hexane gave the title compound (30 mg)

Provenance & Evidence