3-Fluoro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine → 2-(Ethyl(2-hydroxyethyl)amino)-5'-fluoro-N-(4-((trifluoromethyl)thio)phenyl)-[3,3'-bipyridine]-5-carboxamide

Participants

Reaction Steps

The title compound was prepared in an analogous fashion to that described in Example 185 using 5-bromo-6-(ethyl(2-hydroxyethyl)amino)-N-(4-((trifluoromethyl)thio)phenyl)nicotinamide (Stage 195.1) and 3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine to afford an off-white foam. HPLC (Condition 4) tR=5.89 min, UPLC-MS (Condition 3) tR=1.15 min, m/z=481.3 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 0.89 (t, J=7.04 Hz, 3H) 3.15 (m, J=6.60 Hz, 2H) 3.32-3.41 (m, 2H) 3.47 (m, J=5.90 Hz, 2H) 4.61 (t, J=1.00 Hz, 1H) 7.68 (d, J=8.60 Hz, 2H) 7.86-8.00 (m, 3H) 8.07 (d, J=2.35 Hz, 1H) 8.54-8.67 (m, 2H) 8.75 (d, J=2.35 Hz, 1H) 10.34 (s, 1H).

Provenance & Evidence