7-Bromo-3-trifluoromethyl-imidazo[1,2-B][1,2,4]triazine → 2-[5-(5,5-Dimethyl-[1,3,2]dioxaborinan-2-yl)-2-fluorophenyl]nicotinonitrile

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반응 단계

2-[5-(5,5-Dimethyl-[1,3,2]dioxaborinan-2-yl)-2-fluorophenyl]nicotinonitrile was prepared from 2-(5-bromo-2-fluorophenyl)nicotinonitrile (1.36 g, 4.91 mmol) using the method described in Example 2 to give 467 mg (43%) of an approximately 1:1 mixture of 2-[5-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-2-fluorophenyl]nicotinonitrile and 3-(3-cyanopyridin-2-yl)-4-fluorobenzeneboronic acid as a grey solid. This was coupled to 7-bromo-3-trifluoromethylimidazo[1,2-b][1,2,4]triazine in 40% yield using the method described in Example 3 to give the title compound as a yellow solid: mp 209-211° C. (EtOAc); 1H NMR (360 MHz, CDCl3) δ 7.46 (1H, s), 7.54 (2H, m), 8.14 (1H, d, J 1.8 Hz), 8.37 (1H, m), 8.64 (1H, s), 8.82 (1H, s), 8.89 (1H, s). Anal. Found: C, 54.97; H, 2.30; N, 21.74%. Required for C18H8F4N6.0.5H2O: C, 54.97, H, 2.31; N, 21.37%.

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