Sodium Bicarbonate → HCID 89782871, compound

Participants

Reaction Conditions

Reaction Steps

A 20 mL microwave vial was charged with a mixture of 4-bromo-6-(trifluoromethyl)-1H-indazole (60 mg, 0.226 mmol), (3-fluoro-1H-pyrrolo[2,3-b]pyridin-5-yl)boronic acid (61.1 mg, 0.340 mmol) and PdCl2(dppf)CH2Cl2 (9.31 mg, 0.011 mmol) in dioxane (4 mL) and aqueous saturated NaHCO3 (2 mL). The resulting brown suspension was heated at 130° C. for 30 minutes in microwave reactor. The reaction mixture was subsequently purified by preparative HPLC, eluting with a gradient of 65-80% acetonitrile (containing 0.035% TFA) in H2O (containing 0.05% TFA). The product fractions were collected and dried to give a TFA salt of the title compound as a dark purple solid (13.1 mg, 18.1%). 1H NMR (400 MHz, CD3OD) δ ppm 7.34 (d, J=2.27 Hz, 1H), 7.50 (d, J=1.01 Hz, 1H), 7.92 (s, 1H), 8.29 (d, J=1.01 Hz, 1H), 8.36 (d, J=2.02 Hz, 1H), 8.62 (d, J=2.02 Hz, 1H); ESI-MS m/z [M+H]+ calc'd for C15H8F4N4, 321.1. found 321.2.

Provenance & Evidence