Formaldehyde → 6-Dimethylaminomethyl-2-[4-(4-fluorobenzoyl) benzyl]thio-7H-pyrrolo[2,3-d]pyrimidin-4(3H)-one

Participants

Reaction Conditions

Reaction Steps

In 80% acetic acid/water (15 ml) was dissolved 2-[4-(4-fluorobenzoyl)benzyl]thio-7H-pyrrolo[2,3-d]-pyrimidin-4(3H)-one (570 mg) followed by addition of 37% formalin (244 mg) and, then, 50% dimethylamine-water (270 mg). The mixture was stirred at 60° C. for 13 hours. The solvent was then distilled off under reduced pressure and the residue was dissolved in water (15 ml), made basic with concentrated aqueous ammonia, and extracted with chloroform. The extract was washed with saturated aqueous NaCl solution and dried over anhydrous sodium sulfate. The solvent was then distilled off under reduced pressure and the residue was purified by flash column chromatography (silica gel; ethanol-chloroform: 1:49-ethanol (containing 7% ammonia)-chloroform=1:19-1:9) to provide the title compound (36 mg of compound A and 233 mg of compound B).

Provenance & Evidence