Sodium Bicarbonate → HCID 89783055, Verbindung

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

A vial was charged with a mixture of 4-bromo-6-(trifluoromethyl)-1H-indazole (0.300 g, 1.132 mmol), (4-((2-hydroxyethyl)carbamoyl)phenyl)boronic acid (0.237 g, 1.132 mmol) and PdCl2(dppf) (0.041 g, 0.057 mmol) in dioxane (10 mL) and aqueous saturated NaHCO3 (3 mL). The resulting yellow suspension was heated at 140° C. for 60 minutes in a microwave reactor. The reaction mixture was subsequently concentrated and the crude residue was purified by preparative HPLC, eluting with 40% ACN (containing 0.035% TFA) in H2O (containing 0.05% TFA) over a period of 4.5 minutes. The product-containing fractions were combined and volatiles removed in vacuo to give a TFA salt of the title compound as white solid (0.12 g, 30%). 1H NMR (400 MHz, CD3OD) δ ppm 3.56 (t, J=5.81 Hz, 2H), 3.75 (t, J=5.81 Hz, 2H), 7.49 (d, J=1.01 Hz, 1H), 7.78-7.89 (m, 2H), 7.93 (s, 1H), 8.00-8.10 (m, 2H), 8.21-8.32 (m, 1H); ESI-MS m/z [M+H]+ calc'd for C17H14F3N3O2, 350.1. found 350.1.

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