2-Methylpyridine-5-boronic acid → 4-((3S,4S)-3,4-Dihydroxypyrrolidin-1-yl)-3-(6-methylpyridin-3-yl)-N-(4-(trifluoromethoxy)phenyl)benzamide

Participants

Reaction Steps

The title compound was prepared in an analogous fashion to that described in Example 7 using 3-bromo-4-((3S,4S)-3,4-dihydroxypyrrolidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)benzamide (Stage 7.1) and (6-methylpyridin-3-yl)boronic acid to afford a yellow solid. UPLC-MS (condition 1) tR=1.65 min, m/z=474.0 [M+H]+, m/z=472.1 [M−H]−; 1H-NMR (400 MHz, DMSO-d6) δ ppm 2.53 (s, 3H) 2.74 (d, J=10.76 Hz, 2H) 3.25 (dd, J=10.51, 3.67 Hz, 2H) 3.85 (br. s, 2H) 5.03 (br. s, 2H) 6.90 (d, J=8.80 Hz, 1H) 7.27-7.38 (m, 3H) 7.68 (dd, J=7.82, 2.20 Hz, 1H) 7.77 (d, J=2.20 Hz, 1H) 7.85-7.88 (m, 2H) 7.87-7.91 (m, 1H) 8.48 (d, J=2.20 Hz, 1H) 10.09 (s, 1H).

Provenance & Evidence