Potassium Phosphate, Tribasic → HCID 90402879, compound

Participants

Reaction Steps

A solution of Pd2(dba)3 (0.172 g, 0.188 mmol) and Me4t-BuXPhos (0.181 g, 0.376 mmol) in toluene (2 mL) and dioxane (4 mL) was heated at 120° C. for 3 min, cooled to RT, added to a degassed suspension of Example A4 (2.500 g, 9.41 mmol), 4-methyl imidazole (1.00 g, 12.18 mmol) and K3PO4 (4.00 g, 18.82 mmol) in toluene (4 mL) and dioxane (8 mL) and heated at 110° C. overnight. The mixture was cooled to RT, the solids were removed via filtration and washed with THF, and the filtrate was concentrated to dryness and purified via silica gel chromatography (EtOAc/DCM) to afford 2-methyl-3-((2-(4-methyl-1H-imidazol-1-yl)pyridin-4-yl)oxy)-6-nitropyridine (1.52 g, 52%). 1H NMR (400 MHz, DMSO-d6): δ 8.41 (m, 2H), 8.25 (d, J=8.7 Hz, 1H), 7.93 (d, J=8.7 Hz, 1H), 7.64 (t, J=1.3 Hz, 1H), 7.47 (d, J=2.2 Hz, 1H), 7.04 (dd, J=5.7, 2.2 Hz, 1H), 2.49 (s, 3H), 2.13 (s, 3H); MS (ESI) m/z: 312.1 (M+H+).

Provenance & Evidence