(5-Fluoropyridin-3-yl)boronic acid → 2-(cis-3,4-Dihydroxypyrrolidin-1-yl)-5'-fluoro-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 71 using 5-bromo-6-((3S,4R)-3,4-dihydroxypyrrolidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamide (Stage 71.1) and 5-fluoropyridin-3-ylboronic acid to afford a brown solid. UPLC-MS (Condition 3) tR=0.92 min, m/z=479.1 [M+H]+, m/z=477.2 [M−H]−; 1H-NMR (400 MHz, DMSO-d6) δ ppm 3.05 (dd, J=10.88, 4.28 Hz, 2H) 3.25 (dd, J=10.64, 5.01 Hz, 2H) 3.92-4.02 (m, 2H) 4.90 (d, J=3.79 Hz, 2H) 7.35 (d, J=8.44 Hz, 2H) 7.80-7.84 (m, 1H) 7.84-7.90 (m, 2H) 8.08 (d, J=2.32 Hz, 1H) 8.47-8.53 (m, 1H) 8.61 (d, J=2.69 Hz, 1H) 8.77 (d, J=2.32 Hz, 1H) 10.19 (s, 1H).

Provenance & Evidence