2-Cyanopyridine-5-boronic acid → (S)-6'-Cyano-2-(3-(hydroxymethyl)pyrrolidin-1-yl)-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 86 using (S)-5-bromo-6-(3-(hydroxymethyl)pyrrolidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamide (Stage 78.1) and (6-cyanopyridin-3-yl)boronic acid to afford a light green solid. UPLC-MS (condition 1) tR=2.46 min, m/z=484.1 [M+H]+, m/z=482.1 [M−H]−; 1H-NMR (400 MHz, DMSO-d6) δ ppm 1.47-1.65 (m, 1H) 1.78-1.93 (m, 1H) 2.17-2.29 (m, 1H) 2.96 (dd, J=10.64, 6.97 Hz, 1H) 3.11-3.23 (m, 2H) 3.24-3.40 (m, 3H in HDO) 4.62 (br. s, 1H) 7.35 (d, J=8.31 Hz, 2H) 7.85 (d, J=8.56 Hz, 2H) 8.02-8.17 (m, 3H) 8.79 (d, J=1.22 Hz, 1H) 8.84 (s, 1H) 10.19 (s, 1H).

Provenance & Evidence