5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinonitrile → 5'-Cyano-2-((2-hydroxyethyl)(methyl)amino)-N-(4-(trifluoromethoxy)phenyl)-[3,3'-bipyridine]-5-carboxamide

Participants

Reaction Steps

The title compound was prepared in an analogous fashion to that described in Example 151 using 5-bromo-6-((2-hydroxyethyl)(methyl)amino)-N-(4-(trifluoromethoxy)phenyl)nicotinamide (Stage 151.1) and 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinonitrile to afford a yellow wax. UPLC-MS (Condition 3) tR=1.02 min, m/z=458.3 [M+H]+, m/z=456.3 [M−H]−; 1H-NMR (400 MHz, DMSO-d6) δ ppm 2.69 (s, 3H) 3.47 (t, J=5.38 Hz, 2H) 3.56 (t, J=6.11 Hz, 2H) 4.34-4.84 (m, 1H) 7.36 (d, J=8.31 Hz, 2H) 7.79-7.90 (m, 2H) 8.14 (d, J=2.45 Hz, 1H) 8.45 (t, J=2.08 Hz, 1H) 8.77 (d, J=2.20 Hz, 1H) 9.00 (dd, J=7.21, 2.08 Hz, 2H) 10.21 (s, 1H).

Provenance & Evidence