Methyl iodide → 5-methylpyrrolo[1,2-b]cinnolin-10(5H)-one

Participants

Reaction Steps

A solution containing [2-(2-fluorobenzoyl)-1H-pyrrol-1-yl]methylcarbamic acid, ethyl ester (23.5 g, prepared from [2-(2-fluorobenzoyl)-1H-pyrrol-1-yl]carbamic acid, ethyl ester and methyl iodide in substantially the same manner as in Example 4) and sodium hydroxide (12.0 g) in 140 mL of 50% aqueous ethanol was refluxed under N2 for 16 h. Evaporation of the volatiles left a bright yellow solid which was diluted with 300 ml of H2O and extracted with two 200 mL portions of dichloromethane. The organic extracts were dried (MgSO4), filtered and concentrated. The residue was recrystallized from dichloromethane to give 8.0 g of bright yellow crystals, mp 154°-156° C.

Provenance & Evidence