Dimethyl Sulfate → N-[2-(5-Chloro-2-methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-phenyl]-N-methyl-methanesulfonamide

Participants

Reaction Conditions

Reaction Steps

5-Chloro-7-iodo-2-methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazine (0.252 g, 0.774 mmol), N-[2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl]-methanesulfonamide (0.333 g, 1.12 mmol) and Tetrakis(triphenylphosphine)palladium(0) (72 mg, 0.062 mmol) were placed in a vial, followed by N,N-Dimethylformamide (8.0 mL) and 2.00 M of Sodium carbonate in Water (2.00 mL, 4.00 mmol). The sample was partially evacuated, placed under nitrogen and then heated in a 80° C. block for 20 h. Dimethyl sulfate (0.100 mL, 1.06 mmol) was then added to the mixture and heating continued for 7 h. The mixture was then added to water (50 mL) with stirring, portionwise. The resultant ppt was collected, washed with water and dried on the Buchner to afford N-[2-(5-Chloro-2-methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-phenyl]-N-methyl-methanesulfonamide.

Provenance & Evidence