反应详情

温度

100 °C

100 mg (0.224 mmol) of 6-[2-(2-amino-5-iodopyridin-3-yl)-1H-benzimidazol-5-yl]-5-methyl-4,5-dihydro-2H-pyridazin-3-one, 252.2 mg (0.672 mmol) of 4-fluoro-5-tributylstannanyl-1H-pyrazole, 41.5 mg (0.045 mmol) of tris(dibenzylideneacetone)dipalladium(0), 23.5 mg (0.090 mmol) of triphenylphosphine, 28.5 mg (0.672 mmol) of lithium chloride and 8.5 mg (0.045 mmol) of copper iodide in 2 ml of dioxane are introduced into a nitrogen-filled reaction vessel. The mixture is stirred at 100° C. for 14 h under a nitrogen protective atmosphere. The reaction mixture is cooled to room temperature, and the solvent is removed. DCM and 2N HCl are added to the residue. The precipitate is separated off and washed with DCM/water. The precipitate is purified further via preparative RP-HPLC, giving 6-{2-[2-amino-5-(4-fluoro-2H-pyrazol-3-yl)pyridin-3-yl]-1H-benzimidazol-5-yl}-5-methyl-4,5-dihydro-2H-pyridazin-3-one; HPLC-MS [M+H]+ 405.2;

1. additionfilled
2. customreaction vessel
3. temperatureThe reaction mixture is cooled to room temperature
4. customthe solvent is removed
5. additionDCM and 2N HCl are added to the residue
6. customThe precipitate is separated off
7. washwashed with DCM/water
8. customThe precipitate is purified further via preparative RP-HPLC