Potassium Carbonate → HCID 90402579, compound

Participants

Reaction Conditions

Reaction Steps

3((2-Chloropyridin-4-yl)oxy)-2,4-dimethyl-6-nitropyridine (0.50 g, 1.8 mmol), 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (0.48 g, 2.3 mmol), and K2CO3 (0.37 g, 2.7 mmol) were suspended in dioxane (6 mL) and water (1.2 mL) and sonicated and sparged with Ar for 10 min. Pd(PPh3)4 (0.10 g, 0.089 mmol) was added and the reaction mixture was stirred at 80° C. for 12 h. The mixture was diluted with water (20 mL) and extracted with EtOAc (4×25 mL). The combined organics were dried and concentrated in vacuo. The residue was purified by silica gel chromatography (MeOH/DCM) to afford 2,4-dimethyl-3-((2-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yl)oxy)-6-nitropyridine (0.56 g, 96%) as a brown oil. MS (ESI) m/z: 326.1 (M+H+).

Provenance & Evidence