Methyl iodide → HCID 66802638, compound

Participants

Reaction Steps

To 3-{3-[4-Amino-6-(methyl-phenyl-amino)-[1,3,5]triazin-2-yl]-[1,2,4]oxadiazol-5-yl}-pyridin-2-ol (Intermediate 63, 0.31 mmol) was added DMF (2 mL), potassium carbonate (85 mg, 0.52 mmol) and methyl iodide (19 μL, 0.31 mmol). The resulting mixture was stirred for 2 h, after which time further methyl iodide (40 μL, 0.62 mmol) was added. The reaction was stirred for a further 1.5 h after which time further methyl iodide (60 μL, 0.93 mmol) was added. This sequence was repeated two more times after which the starting material had been consumed. The crude mixture was diluted with ethyl acetate (10 mL), extracted with water (5 mL) and dried over anhydrous sodium sulfate. After concentration under reduced pressure, the crude product was purified by chromatography on silica eluting with a gradient of 2% to 6% MeOH-DCM and then by trituration with hot methanol (2 mL) to give the title compound (44 mg, 38%)

Provenance & Evidence